⚖️ What are the best AI prompts for legal, HR, and compliance work? (Direct answer)
The best AI prompts for legal, HR, and compliance work are precise about jurisdiction, role, and document type — and they treat AI as a drafting and structuring assistant, not a substitute for qualified legal review. Vague prompts like "review this contract" produce generic, legally unreliable output. The 50 prompts below are built around the real tasks legal, HR, and compliance professionals handle daily — contract review, policy drafting, conflict mediation, hiring and termination documentation, compliance risk mapping, and workplace investigations — all copy-paste ready with bracket placeholders for ChatGPT, Claude, and Gemini.
Why You Can Trust This Prompt Library
[brackets] for the parts you fill in — your contract terms, company policies, jurisdiction, or workplace scenario. Replace every bracketed placeholder before sending, and never paste personally identifiable employee information or privileged legal documents into a public AI tool without checking your organisation's data policy first. Treat every output as a draft for review, not a final answer.
📄 Contracts & Agreements Prompts (1–9)
1 Contract Clause Risk Reviewer Flag unusual, one-sided, or high-risk clauses before you sign
Most contract risk hides in clauses that look standard but quietly shift liability, extend obligations, or remove your exit options. This prompt does a first-pass risk scan across the clauses most likely to cause problems later, so you know exactly what to raise with counsel before signing.
Act as a contracts risk reviewer. Review the contract text below and flag clauses that are unusual, one-sided, ambiguous, or carry meaningful risk. This is a first-pass review only — I will have a qualified lawyer review the final version. Contract type: [e.g. vendor services agreement, employment contract, NDA, lease, consulting agreement] My role in this agreement: [e.g. buyer, seller, employer, employee, licensor, licensee] My main concern going in: [e.g. liability exposure, termination flexibility, IP ownership, payment terms] Contract text or key clauses to review: [paste the relevant sections — redact any confidential figures, names, or identifiers you don't want analysed] Please: 1. Identify any clause that is unusually one-sided against my role, with a plain-English explanation of why 2. Flag any ambiguous language that could be interpreted multiple ways, and explain the different interpretations 3. List clauses with the highest financial or legal risk, ranked by severity 4. Identify any missing clause that a contract of this type would typically include 5. Suggest 3–5 specific questions I should raise with legal counsel before signing 6. Do NOT provide a final legal opinion — frame all findings as "worth discussing with counsel," not as legal advice
2 Plain-English Contract Translator Turn dense legal clauses into language anyone in the business can understand
Legal language is precise for lawyers and opaque for everyone else — which means business stakeholders often sign off on terms they don't fully understand. This translates dense contract language into plain English without losing the substance of what's being agreed to.
Act as a contracts explainer who translates legal language into plain English for business stakeholders without legal training. Clause(s) to translate: [paste the specific clause or section] Audience for this explanation: [e.g. a startup founder, a department head with no legal background, a new employee, a small business owner] Please: 1. Restate each clause in plain English, sentence by sentence, preserving the legal substance exactly — don't simplify away the actual obligations 2. For each clause, explain in one sentence: "What this means for me in practice" 3. Flag any clause where the plain-English meaning could surprise someone who only skimmed it 4. Highlight any defined terms (capitalised terms) that are doing more legal work than they appear to at first glance 5. Note explicitly: this explanation is for understanding purposes only and does not replace legal advice before signing
3 NDA Drafting Assistant Draft a first version of a mutual or one-way non-disclosure agreement
NDAs are routine but still need to fit the specific relationship — mutual vs one-way, the scope of confidential information, and the duration of obligations all matter. This drafts a complete first version covering the standard elements, ready for legal review and jurisdiction-specific adaptation.
Act as a contracts drafting assistant. Draft a first-version non-disclosure agreement (NDA) based on the details below. This is a draft for legal review, not a final document. Type of NDA: [mutual / one-way — specify who is disclosing and who is receiving] Parties: [e.g. Company A and Company B, or Company and Individual Contractor] Purpose of the disclosure: [e.g. evaluating a potential partnership, contractor onboarding, due diligence for acquisition] Jurisdiction / governing law I expect to use: [country/state — note: confirm with counsel] Duration of confidentiality obligation: [e.g. 2 years, 5 years, indefinite for trade secrets] Any specific carve-outs needed: [e.g. information already public, independently developed information, required disclosures by law] Please draft: 1. A complete NDA with standard sections: definitions, obligations, exclusions, term, remedies, governing law, and signature block 2. Plain-English summary of each section's purpose, placed in [brackets] beside it for reviewer reference 3. A list of the 3–5 most jurisdiction-sensitive clauses that need local counsel confirmation 4. A note flagging that this draft requires legal review before use, especially regarding remedies, governing law, and enforceability in the relevant jurisdiction
4 Contract Redline Comparator Compare two versions of a contract and summarise exactly what changed
When a counterparty sends back a redlined contract, the real question is rarely "what changed" — it's "what changed that matters." This compares two versions and surfaces the substantive shifts in risk and obligation, not just a list of edited words.
Act as a contracts negotiation analyst. Compare these two versions of a contract and summarise what changed in terms of risk and obligation — not just wording differences. Original version (or relevant sections): [paste] Revised/counterparty version (or relevant sections): [paste] My role in this agreement: [e.g. buyer, vendor, employer] Please: 1. List every substantive change between the two versions, clause by clause 2. For each change, classify it as: favourable to me / unfavourable to me / neutral but worth noting 3. Identify the single change that most shifts risk or liability between the parties 4. Flag any change that looks minor in wording but has significant legal effect (e.g. a single word change to a liability cap, a date shift, a deleted exception) 5. Suggest which 3 changes I should push back on first if I can only negotiate a few points 6. Note: this comparison highlights changes for discussion — final negotiation positions should be confirmed with legal counsel
5 Vendor & Supplier Agreement Checklist Build a due-diligence checklist before signing a new vendor contract
Vendor agreements that look fine on price often create downstream problems in data handling, service levels, or termination rights. This builds a checklist calibrated to your specific vendor relationship so nothing important gets missed before signature.
Act as a procurement and contracts specialist. Build a pre-signature due-diligence checklist for a new vendor agreement. Vendor type: [e.g. SaaS software, professional services, manufacturing supplier, logistics provider, marketing agency] What the vendor will provide: [describe] Whether the vendor will handle sensitive data: [yes/no — and what type, e.g. customer PII, payment data, employee data] Contract value / commitment level: [rough scale — e.g. small monthly subscription, multi-year six-figure agreement] Criticality to our operations: [low / medium / high — what happens if this vendor fails to deliver] Please build a checklist covering: 1. Service levels: what SLAs, uptime, or delivery guarantees should be specified, and what penalties for missing them 2. Data and security: data processing terms, breach notification timelines, sub-processor disclosure (if data is involved) 3. Termination and exit: notice periods, data return/deletion on termination, transition assistance obligations 4. Liability and insurance: appropriate liability caps, insurance requirements for this vendor type 5. Pricing and renewal: price escalation caps, auto-renewal terms, payment terms 6. Red flags specific to this vendor type that have caused problems for other companies in similar arrangements 7. Note: insurance requirements, liability caps, and data protection clauses should be confirmed against current legal and regulatory requirements with counsel
6 Termination Clause Stress-Tester Pressure-test how a contract's exit terms would actually play out
Termination clauses are often the least-read part of a contract — and the most important when things go wrong. This stress-tests the exit terms against realistic failure scenarios so you know exactly what happens if the relationship needs to end early.
Act as a contracts risk analyst. Stress-test the termination provisions in this contract against realistic scenarios. Termination clause(s) to review: [paste the relevant section] Contract type and my role: [e.g. I am the customer in a 3-year SaaS agreement] Please test the clause against these scenarios and explain what would happen in each: 1. I want to exit early because the service/product isn't meeting expectations — what are my options and costs? 2. The counterparty wants to exit early — what notice or penalty applies to them? 3. There's a material breach by the counterparty — what's my remedy, and how long does it take to exercise? 4. The contract auto-renews and I forget to give notice in time — what happens? 5. The relationship needs to wind down amicably — what transition obligations exist (data return, handover, final payments)? Then: 1. Identify the scenario where I'm most exposed under the current terms 2. Suggest specific language changes that would better protect my position in that scenario 3. Note: termination remedies and penalty enforceability vary by jurisdiction — confirm any negotiated changes with counsel before finalising
7 Indemnification & Liability Clause Explainer Understand exactly who pays if something goes wrong
Indemnification and liability clauses are among the most consequential and least understood parts of any contract — they determine who actually pays when a third party sues, a product fails, or data is breached. This explains exactly what you're exposed to and what's capped.
Act as a contracts liability specialist. Explain the indemnification and limitation of liability clauses in this contract in practical terms. Clause(s) to review: [paste the indemnification and limitation of liability sections] My role: [e.g. service provider, customer, licensor, licensee] Please explain: 1. Who indemnifies whom, and for what specific categories of claims (e.g. IP infringement, data breaches, third-party injury, breach of confidentiality) 2. Whether the indemnification obligation is mutual or one-sided, and what that means practically for my exposure 3. What the liability cap is (if any) and whether it applies to all claims or has carve-outs (e.g. uncapped liability for confidentiality breaches or gross negligence — common but easy to miss) 4. Whether consequential/indirect damages are excluded, and what that would mean in a real dispute (e.g. lost profits, reputational harm) 5. A realistic worst-case scenario under the current terms: what is the maximum I could be liable for, and under what circumstances would the cap not apply? 6. Note: liability caps and indemnification scope are heavily negotiated terms — what's "market standard" varies by industry and deal size, so confirm with counsel before accepting or rejecting
8 Contract Renewal & Auto-Renewal Auditor Audit your active contracts for upcoming renewal risk and obligations
Without active tracking, contract renewals happen by default — locking in pricing, terms, and commitments that should have been renegotiated. This audits a batch of contracts and surfaces which ones need attention before they silently renew.
Act as a contracts management specialist. Help me audit my active contracts for renewal risk and upcoming obligations. My contracts (list each with: counterparty, type, term length, renewal terms if known, approximate value): [e.g. "Vendor X — SaaS subscription — 1 year — auto-renews unless cancelled 60 days prior — $40k/year"] [list all relevant contracts] Today's date: [date] For each contract, please: 1. Calculate the renewal or cancellation notice deadline based on the term and notice period described 2. Flag any contract where the notice deadline is within the next 90 days 3. Identify any contract with auto-renewal terms that could trap me in another full term if I miss the deadline 4. Rank contracts by renegotiation priority based on value and how long since terms were last reviewed 5. Suggest a renewal tracking system (calendar reminders, spreadsheet structure, or other method) so this doesn't require manual review every time
9 Negotiation Position Brief Builder Prepare your negotiation positions, priorities, and fallback terms before a contract call
Walking into a contract negotiation without a clear sense of your priorities, your walk-away point, and your trade-offs leads to ad-hoc concessions. This builds a structured negotiation brief so you know exactly what to hold firm on and what you can trade.
Act as a contracts negotiation strategist. Help me prepare a negotiation brief before my upcoming contract discussion. The contract under negotiation: [describe type and context] The other party: [who they are and their likely priorities, if known] My top 3 priorities in this negotiation (in order): [list them — e.g. price, IP ownership, termination flexibility] Terms I am willing to be flexible on: [list] My walk-away point (the deal I will not accept): [describe] Leverage I have in this negotiation: [e.g. alternative vendors available, urgency on their side, existing relationship, budget constraints] Leverage they likely have: [describe] Please build: 1. A prioritised negotiation position for each key term: ideal outcome / acceptable outcome / walk-away point 2. Three likely objections from the other party and a response to each 3. Two trade-off packages I could offer (e.g. "I'll accept X if you give me Y") that protect my top priorities while giving them something 4. One opening question to ask before making any offers, to surface their actual priorities 5. A reminder of the single point I should not concede on without escalating internally first
📘 Workplace Policies & Handbooks Prompts (10–17)
10 Employee Handbook Policy Drafter Draft a complete, clear policy section for your employee handbook
A handbook policy needs to be legally sound, organisationally specific, and written so employees actually understand it — three goals that are hard to balance simultaneously. This drafts a complete first version structured for clarity and ready for legal and leadership review.
Act as an HR policy writer. Draft a clear, complete employee handbook policy section based on the details below. This is a first draft for HR and legal review. Policy topic: [e.g. dress code, expense reimbursement, social media use, attendance, remote work eligibility, overtime] Company size and type: [e.g. 50-person SaaS startup, 500-person manufacturing company, fully remote agency] Jurisdiction(s) where employees are located: [list — important for compliance-sensitive topics] Key points this policy must cover: [list the specific rules, exceptions, or scenarios you want addressed] Tone: [formal / approachable / strict — match your company culture] Please draft: 1. A policy statement (1–2 sentences: the purpose and principle behind the policy) 2. Scope (who this applies to — all employees, specific roles, contractors, etc.) 3. The detailed policy rules, in clear numbered or bulleted format 4. Examples of compliant and non-compliant scenarios, if helpful for clarity 5. Consequences of non-compliance, written firmly but without being punitive in tone 6. A note on related policies this should cross-reference 7. A flag for HR/legal review: [list 2–3 jurisdiction-sensitive elements that need confirmation, e.g. overtime rules, leave entitlements, termination notice]
11 Remote Work Policy Builder Design a complete remote and hybrid work policy for your organisation
Remote work policies fail when they're either too vague (leading to inconsistent manager decisions) or too rigid (ignoring real role differences). This builds a policy that covers eligibility, expectations, equipment, and the edge cases that generate the most HR questions.
Act as an HR policy specialist. Build a complete remote/hybrid work policy for my organisation. Work model: [fully remote / hybrid with X days in office / remote-eligible by role / case-by-case] Roles or departments excluded from remote eligibility (if any): [list and reason] Core working hours or overlap requirements: [describe, including time zone considerations if relevant] Equipment and expense approach: [company provides equipment / stipend / employee provides own] Jurisdictions where remote employees may be located: [list — relevant for tax/legal compliance] Biggest current pain point with remote work at our company: [describe — e.g. inconsistent manager expectations, unclear equipment policy, time zone confusion] Please draft: 1. Eligibility criteria — who qualifies for remote/hybrid work and how decisions are made 2. Expectations section — availability, communication norms, response times, in-office requirements if hybrid 3. Equipment and expense policy — what's provided, reimbursement process, security requirements for home setups 4. Performance and accountability — how remote work performance is assessed (output-based, not visibility-based) 5. Data security requirements for remote work (VPN, secure networks, device management) 6. International/cross-jurisdiction remote work section — flag that any employee requesting to work from a different country or state requires HR and legal review before approval, due to tax, employment law, and visa implications 7. A short FAQ section addressing the 5 most likely employee questions
12 Code of Conduct Generator Draft a company-wide code of conduct covering ethics, behaviour, and reporting
A code of conduct is the foundation document that everything else — disciplinary action, investigations, terminations — refers back to. This drafts a complete code covering expected behaviour, conflicts of interest, and reporting channels, structured for legal review.
Act as a corporate ethics and HR policy writer. Draft a company-wide code of conduct based on the details below. Company industry and size: [describe] Key values we want reflected: [list 3–5 — e.g. integrity, respect, accountability, safety, customer focus] Specific risk areas relevant to our industry: [e.g. conflicts of interest, gifts and entertainment, data confidentiality, financial reporting integrity, workplace safety, anti-bribery] Existing reporting channel(s) for concerns: [e.g. HR directly, anonymous hotline, ethics committee — or "none yet, need to design one"] Please draft a code of conduct covering: 1. Introduction — purpose and who it applies to (employees, contractors, board members) 2. Core behavioural expectations — respect, professionalism, anti-harassment and anti-discrimination commitment 3. Conflicts of interest — definition, disclosure requirements, examples 4. Confidentiality and data handling expectations 5. Anti-bribery and gifts/entertainment guidelines, if relevant to our industry 6. Reporting procedures — how to raise a concern, non-retaliation commitment, anonymous reporting option 7. Consequences of violations — proportionate and consistent, without specifying exact disciplinary outcomes (those should follow a separate process) 8. A note flagging that anti-retaliation language and reporting procedures must comply with applicable whistleblower protection laws in each jurisdiction where we operate — confirm with legal counsel
13 Leave & Time-Off Policy Designer Design a clear, compliant leave policy covering all common leave types
Leave policies generate more employee confusion and HR tickets than almost any other policy area — especially when statutory leave entitlements differ from company-provided benefits. This designs a leave policy structure and flags every point that needs jurisdiction-specific legal confirmation.
Act as an HR benefits and leave policy specialist. Help me design a clear leave and time-off policy structure. Jurisdiction(s) where employees are located: [list — critical, since leave entitlements are highly jurisdiction-specific] Leave types to cover: [e.g. annual/vacation leave, sick leave, parental leave, bereavement leave, public holidays, sabbatical, unpaid leave] Current accrual or allocation approach (if any): [describe, or "designing from scratch"] Company size: [for context on what's typical/competitive] Any leave benefits beyond statutory minimums we want to offer: [describe, or "matching statutory minimums for now"] Please structure: 1. A policy section for each leave type: eligibility, accrual or allocation method, request process, approval process 2. A clear statement distinguishing statutory minimum entitlements from company-provided enhancements (where relevant) 3. Carryover and forfeiture rules for unused leave, if applicable 4. Process for requesting and approving leave, including notice periods 5. How leave interacts with public holidays and company closures 6. A clearly marked section: "The following elements must be confirmed against current statutory requirements in each jurisdiction before publishing: [list — e.g. minimum sick leave entitlement, parental leave duration and pay, leave carryover rules, holiday pay calculations]"
14 Anti-Harassment Policy Drafter Draft a comprehensive anti-harassment and anti-discrimination policy
An anti-harassment policy is one of the most legally consequential documents an organisation publishes — it shapes how complaints are handled and can affect legal liability in a dispute. This drafts a comprehensive structure that must be finalised with employment counsel before publication.
Act as an employment policy specialist. Draft a comprehensive anti-harassment and anti-discrimination policy structure. This draft requires mandatory review by employment counsel before publication — harassment policies carry significant legal weight and jurisdiction-specific requirements. Jurisdiction(s) where employees are located: [list — essential, as protected categories and complaint procedures vary by law] Company size: [relevant for which legal requirements apply] Existing complaint/reporting channels: [describe, or "need to design"] Specific concerns prompting this review (if any): [describe, or "routine policy update"] Please draft a policy structure covering: 1. Policy statement — zero-tolerance commitment, scope (employees, contractors, third parties like clients/vendors) 2. Definitions — harassment, discrimination, retaliation, with examples covering verbal, physical, visual, and digital/online conduct 3. Protected categories — placeholder list to be confirmed against applicable law in each jurisdiction (e.g. race, gender, age, disability, religion — actual list MUST be confirmed with counsel, as protected categories differ by jurisdiction) 4. Reporting procedure — multiple reporting channels, including an option that doesn't require reporting to one's direct manager 5. Investigation commitment — prompt, impartial, confidential to the extent possible 6. Non-retaliation guarantee — explicit and unconditional 7. Consequences for violations — proportionate, up to and including termination 8. A prominent flag: "This policy must be reviewed and finalised by employment counsel licensed in each jurisdiction where employees are located before publication. Protected categories, complaint timelines, and investigation requirements vary by law and are not optional design choices."
15 Data Privacy & Acceptable Use Policy Writer Draft an internal data privacy and IT acceptable use policy
Acceptable use and internal data privacy policies set the rules for how employees handle company systems, customer data, and their own digital footprint at work. This drafts a policy covering the areas that most commonly cause security incidents or compliance gaps.
Act as an IT governance and data privacy policy writer. Draft an internal data privacy and acceptable use policy for employees. Company context: [industry, size, and whether you handle regulated data like health records, financial data, or children's data] Systems and tools covered: [e.g. company email, Slack, cloud storage, customer database, personal devices used for work (BYOD)] Data privacy regulations applicable to us: [e.g. GDPR, CCPA, HIPAA, or "not sure — need this assessed"] Current biggest gap or concern: [describe, e.g. employees using personal devices to access customer data, unclear AI tool usage rules, shadow IT] Please draft: 1. Acceptable use section — what employees can and cannot do with company systems, internet, and devices 2. Personal device (BYOD) policy, if applicable — security requirements, company's rights regarding company data on personal devices 3. Customer/employee data handling rules — access principles (least privilege), prohibited actions (e.g. downloading customer data to personal drives) 4. AI tool usage guidance — what can and cannot be pasted into public AI tools (especially relevant given growing use of ChatGPT, Claude, and similar tools at work) 5. Incident reporting — what to do if an employee suspects a data breach or security incident, and the reporting timeline 6. Consequences of policy violations 7. A flag noting that applicable data protection law (e.g. GDPR, CCPA, sector-specific regulations) must be confirmed with legal/compliance before finalising, as requirements differ significantly by data type and jurisdiction
16 Policy Gap Analyser Audit your existing policy set to find what's missing or outdated
Most companies' policy libraries grow haphazardly — added one at a time in response to incidents, with no one checking the full set for gaps or contradictions. This audits your existing policies against what a company of your type typically needs and flags what's missing.
Act as an HR policy auditor. Review my current policy set and identify gaps, overlaps, or outdated areas. Company context: [industry, size, employee locations] My current policies (list every policy we have, even briefly): [e.g. "Employee handbook (last updated 2 years ago), remote work policy, code of conduct, expense policy — no formal anti-harassment policy, no data privacy policy, no social media policy"] Recent incidents or questions that exposed a gap (if any): [describe, or "proactive review, no specific incident"] Please: 1. List policies that are standard for a company of my size and industry but appear to be missing entirely 2. Flag any existing policy that sounds outdated based on when it was last reviewed (especially anything related to remote work, data privacy, or AI tool usage — areas that have changed rapidly) 3. Identify any potential contradictions between policies I've described (e.g. a remote work policy that conflicts with an equipment policy) 4. Prioritise the gaps by legal/compliance risk first, then by employee experience impact 5. Recommend which 2–3 policies to address first, with a one-line reason for each 6. Note: this gap analysis is directional — a full compliance audit should be conducted with employment counsel, particularly for jurisdiction-specific requirements
17 Policy Rollout Communication Plan Launch a new or updated policy without confusion, backlash, or low adoption
A well-written policy fails if the rollout is poorly communicated — employees skim an email, miss the changes, and find out the hard way later. This builds a complete communication plan that explains the why, not just the what, and anticipates pushback.
Act as an internal communications and change management specialist. Build a rollout communication plan for a new or updated workplace policy. Policy being introduced or changed: [describe] What's changing from before (if this is an update): [describe, or "this is a brand new policy"] Why this change is happening: [business reason, legal requirement, incident response, etc.] Likely employee reaction: [e.g. neutral, mildly resistant, strongly negative — be honest] Effective date: [when it takes effect] Audience size and structure: [e.g. 200 employees across 3 departments, fully remote, mix of seniority levels] Please build: 1. A rollout timeline: announcement date, Q&A period, effective date, follow-up check 2. An announcement message (email or all-hands script) explaining the policy, the reason behind it, and what employees need to do differently 3. Anticipated objections or concerns, with a suggested response to each 4. A manager briefing — what managers need to know before employees ask them questions, so they're not caught off guard 5. A short FAQ document (5–8 questions) to accompany the rollout 6. A follow-up check-in plan: how and when to assess whether the policy is understood and being followed
🤝 HR Workplace Issues & Conflict Resolution Prompts (18–26)
18 Workplace Conflict Mediation Script Prepare a structured, neutral mediation session between two employees
Mediating a conflict between two employees without a structure often turns into picking a side or letting the louder voice dominate. This builds a neutral mediation framework that gives both parties equal space and steers the conversation toward resolution rather than re-litigating blame.
Act as a workplace mediator. Help me prepare a structured, neutral mediation session between two employees in conflict. Nature of the conflict (describe both perspectives as neutrally as you can): [describe] Relationship between the two employees: [peers / manager-report / cross-team] How long this conflict has been ongoing: [timeframe] Impact on the team or work so far: [describe] My role: [I am their manager / I am HR / I am a neutral third party] Please prepare: 1. A mediation session structure: opening statement, individual perspectives, common ground identification, agreement-building, close 2. An opening script that sets neutral ground rules (e.g. one person speaks at a time, focus on behaviour not character, confidentiality expectations) 3. Three open-ended questions to ask each party that surface underlying needs rather than restating grievances 4. A technique for redirecting the conversation if one party becomes accusatory or the discussion goes in circles 5. A format for capturing agreed next steps and follow-up commitments from both parties 6. A note on when this situation has moved beyond mediation and requires formal HR investigation or disciplinary process instead (e.g. allegations of harassment, policy violations, safety concerns)
19 Difficult Conversation Preparation Coach Prepare for a hard conversation with an employee before it happens
Difficult HR conversations — about performance, conduct, or sensitive personal topics — go better when the words are prepared in advance rather than improvised under stress. This builds a complete preparation guide so you stay clear, fair, and composed in the moment.
Act as an HR communications coach. Help me prepare for a difficult conversation with an employee. The conversation topic: [describe — e.g. performance concerns, attendance issues, a complaint received about them, a behaviour change needed, delivering news they won't want to hear] My relationship to this person: [their manager / HR / skip-level] Their likely reaction: [e.g. defensive, upset, surprised, likely to argue, likely to shut down] What I need to achieve by the end of this conversation: [e.g. clear expectations set, a documented record, an agreement on next steps] Any history relevant to this conversation: [describe — prior conversations, written warnings, etc.] Please prepare: 1. An opening line that's direct but not harsh — states the purpose clearly within the first 30 seconds 2. The core message I need to deliver, in 2–3 clear sentences (not buried in softening language) 3. A response plan for their most likely reaction (defensiveness, emotion, denial, silence) 4. Two or three specific examples or facts I should reference to keep the conversation concrete rather than abstract 5. A closing statement that confirms next steps and documents what was agreed 6. What I should write down immediately after the conversation for HR records
20 Performance Improvement Plan (PIP) Builder Draft a fair, specific, and legally defensible performance improvement plan
A weak PIP — vague goals, no clear timeline, no real support — sets an employee up to fail and creates legal risk if termination follows. This builds a structured PIP with specific, measurable goals and a documented support plan that's fair to the employee and defensible for the company.
Act as an HR performance management specialist. Help me draft a Performance Improvement Plan (PIP) for an employee. Employee's role: [job title and key responsibilities] Specific performance issues (be factual and specific, not characterological): [describe — e.g. "missed 4 of the last 6 project deadlines", "customer complaint rate is 3x team average", not "has a bad attitude"] Prior feedback already given: [describe what's already been discussed informally, and when] Desired outcome: [e.g. clear improvement and retention / this is a final step before considering termination] PIP duration: [e.g. 30, 60, or 90 days] Please draft: 1. A clear statement of the specific performance gaps, written factually with measurable detail (avoid vague language like "needs to improve attitude") 2. 2–4 specific, measurable goals for the PIP period, each with a clear success metric 3. The support the company will provide during the PIP (training, check-in frequency, manager availability, resources) 4. A check-in schedule (e.g. weekly 1:1s) with what will be reviewed at each one 5. Clear language on what happens if goals are met vs not met by the end of the period 6. A note: this PIP should be reviewed by HR leadership before delivery, and by employment counsel if termination is a likely outcome, to ensure the plan is fair, consistent with how similar situations have been handled, and properly documented
21 Harassment Complaint Intake Script Conduct a calm, thorough, and properly documented complaint intake conversation
The first conversation after a harassment or misconduct complaint is reported sets the tone for everything that follows — and mistakes made here (leading questions, premature judgments, poor documentation) can undermine the entire process. This builds a calm, neutral, properly structured intake script.
Act as an HR investigations specialist. Help me prepare for an initial complaint intake conversation with an employee who has reported a workplace concern. Nature of the complaint as reported so far: [brief description — keep details general for this prep] My role: [HR generalist / HR business partner / manager receiving the report] This is: [the very first report / a follow-up conversation after an initial report] Please prepare: 1. An opening script that thanks the employee for coming forward, explains confidentiality limits honestly (note: complete confidentiality usually cannot be promised, since an investigation may require limited disclosure — explain this clearly and accurately), and confirms next steps 2. A non-retaliation assurance script, stated clearly and without qualification 3. A list of neutral, open-ended fact-finding questions (who, what, when, where, witnesses, documentation) that avoid leading the employee toward a particular conclusion 4. A note on what NOT to say during intake (e.g. promises about specific outcomes, opinions about the accused, assumptions about credibility) 5. A documentation template: what to record immediately after the conversation while details are fresh 6. A clear statement that this intake is the first step, and the matter will now be assessed for formal investigation according to company policy — with a note to involve employment counsel promptly for any complaint involving harassment, discrimination, or safety
22 Manager Escalation De-escalation Guide Coach a manager through de-escalating a tense situation with a direct report
Managers often escalate situations unintentionally — matching an employee's emotional intensity, getting defensive, or trying to resolve things too fast. This coaches a manager through de-escalation techniques tailored to the specific tension they're facing.
Act as a management coach specialising in conflict de-escalation. Help me (a manager) de-escalate a tense situation with a direct report. The situation: [describe what's happening — e.g. an employee is upset about a decision, pushed back angrily in a meeting, has become withdrawn after feedback, etc.] How the employee has been behaving: [describe specific behaviours, not labels] What I've already tried: [describe, or "nothing yet, this just happened"] What I'm worried will happen if this isn't addressed: [describe] Please provide: 1. An assessment of whether this is primarily an emotional/relational issue or whether it has the markers of a policy or conduct issue that needs HR involvement 2. Three de-escalation techniques specific to this situation, with example phrasing 3. What NOT to do in this specific situation (common manager mistakes that make things worse — e.g. matching tone, over-explaining, getting defensive) 4. A specific opening line for my next conversation with this employee 5. A signal for when I should loop in HR rather than continuing to handle this myself
23 Reasonable Accommodation Request Handler Structure a fair, compliant process for handling an accommodation request
Accommodation requests — for disability, medical needs, religious practice, or caregiving — require a structured, good-faith interactive process, not an ad-hoc judgment call. This helps HR structure that process while flagging the legal review points that matter most.
Act as an HR accommodations specialist. Help me structure a fair, well-documented process for handling an accommodation request. Type of accommodation requested: [e.g. disability-related, medical, religious practice, caregiving-related — keep specific medical details general in this prompt] Employee's role and key job functions: [describe] What's been requested so far: [describe the request as stated] Jurisdiction: [relevant law may include disability accommodation requirements — confirm specifics with counsel] Please help me structure: 1. An interactive process script — questions to ask the employee to understand the specific limitation and what accommodation would address it, asked respectfully and only to the extent necessary 2. A framework for assessing whether a requested accommodation is reasonable given the role's essential functions (without making assumptions about capability) 3. A documentation template for recording the request, the interactive process discussion, and the decision reached 4. Guidance on confidentiality — who needs to know about the accommodation and what information should NOT be shared with the broader team or manager beyond what's necessary 5. A note on next steps if the requested accommodation isn't feasible — exploring alternative accommodations rather than simply denying the request 6. A clear flag: legal requirements for accommodation processes (including documentation, timelines, and the definition of "reasonable") vary by jurisdiction and disability/accommodation type — this should be reviewed by employment counsel before the process concludes, especially if denial of any part of the request is being considered
24 Team Conflict Root-Cause Diagnoser Diagnose what's actually driving a recurring team conflict pattern
Recurring team conflict is often a symptom of structural issues — unclear roles, competing incentives, resource scarcity — rather than personality clashes. This diagnoses the root cause across a team, so the fix addresses the system rather than mediating the same argument repeatedly.
Act as an organisational psychology consultant. Help me diagnose the root cause of a recurring conflict pattern within a team. The team: [describe size, function, reporting structure] The recurring conflict pattern: [describe what keeps happening — e.g. two roles keep clashing over ownership of a task, the same two people keep disagreeing in meetings, a subgroup feels excluded from decisions] How long this has been going on: [timeframe] What's been tried so far: [describe any mediation, restructuring, or conversations already attempted] Recent organisational changes (if any): [e.g. new manager, reorg, new process, headcount change] Please diagnose against these categories: 1. Role ambiguity — unclear ownership or overlapping responsibilities 2. Resource competition — team members competing for the same limited resource (time, budget, recognition, headcount) 3. Process gap — no clear decision-making process for the type of disagreement occurring 4. Incentive misalignment — people are being measured or rewarded in ways that create conflict 5. Genuine interpersonal incompatibility — a smaller subset of cases where it really is about two specific people 6. Leadership gap — lack of a clear escalation path or decision-maker for these disputes Based on the diagnosis: 1. Identify the most likely root cause(s) 2. Recommend a structural fix (not another mediation conversation) that addresses the root cause 3. Suggest how to monitor whether the fix is working over the next 60–90 days
25 Whistleblower Intake Protocol Builder Design a protocol for receiving and handling whistleblower reports
Whistleblower reports — about financial misconduct, safety violations, or regulatory breaches — require a protocol that protects the reporter, preserves evidence, and routes the matter to the right people quickly. This builds the intake protocol structure for compliance and legal review.
Act as a compliance and ethics program specialist. Help me design a whistleblower report intake protocol. Company context: [industry, size, whether publicly traded or regulated] Existing reporting channels: [e.g. hotline, ethics email, anonymous web form, or "need to build one"] Types of reports we anticipate: [e.g. financial irregularities, safety violations, harassment, regulatory non-compliance, data misuse] Who currently receives and triages reports: [describe, or "needs to be defined"] Please design: 1. An intake protocol: how a report is received, logged, and acknowledged (including anonymous reports) 2. A triage framework: how to assess severity and route the report to the right function (legal, compliance, HR, security, finance) 3. An evidence preservation checklist for the first 24–48 hours after a report is received 4. A non-retaliation protection protocol — both the policy commitment and practical steps to monitor for retaliation against the reporter 5. A confidentiality framework — who needs to know the reporter's identity (if known) and how that information is protected 6. A documentation and case-tracking template for the full lifecycle of a report 7. A clear flag: whistleblower protection laws (including specific protected disclosure categories, reporting timelines, and anti-retaliation remedies) vary significantly by jurisdiction and industry — this protocol must be reviewed and finalised by legal counsel, particularly for publicly traded companies subject to securities law whistleblower provisions
26 Return-to-Work Conversation Planner Plan a sensitive return-to-work conversation after leave or absence
An employee returning from medical leave, parental leave, or an extended absence needs a conversation that's welcoming, practical, and sensitive to what they've been through — without prying into details they haven't volunteered. This plans that conversation carefully.
Act as an HR specialist focused on employee experience. Help me plan a return-to-work conversation for an employee coming back from leave. Type of leave: [e.g. parental leave, medical leave, bereavement, extended personal leave — only what's relevant, no need for sensitive medical detail] Length of absence: [timeframe] What's changed at work during their absence: [e.g. team restructuring, new tools, project changes, new manager] Any accommodation or phased return already agreed: [describe, or "standard return, nothing special agreed"] My role: [their manager / HR] Please plan: 1. A warm but practical opening for the conversation — welcoming without being overly effusive or intrusive 2. A structured agenda: what's changed since they left, current priorities, workload expectations for the first few weeks 3. Questions to ask about their own readiness and any support they need — without assuming or prying into personal circumstances 4. Guidance on what NOT to ask (e.g. invasive questions about a medical condition, parental leave specifics, or personal circumstances beyond what they choose to share) 5. A plan for the first 2 weeks back — a realistic ramp-up rather than expecting full output immediately 6. A note on confidentiality: information about the reason for leave should not be shared with the wider team beyond what the employee has chosen to disclose themselves
🧑💼 Hiring, Onboarding & Termination Prompts (27–34)
27 Job Description & Compliance Reviewer Write a job description that's compelling and avoids common compliance pitfalls
Job descriptions can unintentionally create legal exposure — through age-coded language, unnecessary degree requirements that exclude qualified candidates, or vague essential functions that complicate later accommodation decisions. This drafts and reviews a job description for both quality and compliance risk.
Act as a recruitment and employment compliance specialist. Help me write and review a job description for compliance risk and quality. Role title and department: [describe] Key responsibilities: [list] Required qualifications: [list — including degree, years of experience, certifications] Preferred (not required) qualifications: [list] Salary range (if disclosed): [range, or "not disclosed"] Please: 1. Draft a complete job description: title, summary, responsibilities, required and preferred qualifications, essential physical/job functions if relevant, equal opportunity statement 2. Flag any language that could be read as discriminatory or exclusionary (e.g. age-coded terms like "digital native," gendered language, unnecessarily restrictive degree requirements that aren't truly essential to the role) 3. Distinguish clearly between "required" and "preferred" qualifications — flag any requirement that may be artificially narrowing the candidate pool without being genuinely necessary 4. Suggest essential function language that would support a fair accommodation assessment later if needed 5. Note: salary disclosure requirements and required equal opportunity language vary by jurisdiction — confirm current requirements before publishing
28 Offer Letter Drafting Assistant Draft a complete, clear offer letter covering all standard terms
An offer letter needs to be enticing, clear, and legally precise about what is and isn't being promised — especially around at-will employment status, contingencies, and start conditions. This drafts a complete offer letter structure ready for legal and compensation review.
Act as an HR documentation specialist. Draft a complete offer letter based on the details below. This is a draft for legal and HR leadership review before sending. Role and department: [describe] Compensation: [base salary, bonus structure if any, equity if any] Start date: [date, or "to be confirmed"] Employment type: [full-time / part-time / contract, exempt/non-exempt if applicable] Benefits summary: [list key benefits to mention, or reference to a separate benefits guide] Reporting manager: [name/title] Any contingencies: [e.g. background check, reference check, signed confidentiality agreement, proof of work eligibility] Jurisdiction: [relevant for at-will employment language and other jurisdiction-specific terms] Please draft: 1. A warm opening confirming the offer and role 2. Clear compensation and benefits section 3. Start date and contingencies clearly stated as conditions of employment 4. Employment status language (at-will or otherwise, matched to jurisdiction — flag for confirmation) 5. Reference to separate documents the candidate will need to sign (confidentiality agreement, IP assignment, etc.) 6. A clear acceptance mechanism and deadline 7. A note flagging that at-will language, contingency enforceability, and any non-compete or restrictive covenant references must be confirmed against current law in the relevant jurisdiction before sending
29 Background Check Process Compliance Checker Review your background check process for common compliance gaps
Background checks are heavily regulated — disclosure requirements, adverse action procedures, and what can be considered all carry legal obligations that are easy to get wrong. This reviews your current process against the steps that most commonly trip companies up.
Act as an HR compliance specialist. Review my background check process for common compliance gaps. Our current process (describe each step honestly): - When we run background checks relative to the offer: [before offer / after conditional offer / after offer accepted] - What we check: [e.g. criminal history, employment verification, education verification, credit check, driving record] - Disclosure and consent process: [describe what candidates are told and when] - What happens if something concerning shows up: [describe — do we have an adverse action process?] - Jurisdiction(s) where candidates are located: [list] Please review and flag: 1. Whether the timing of the background check (relative to the conditional offer) aligns with common "ban the box" / fair chance hiring practices that many jurisdictions require 2. Whether our disclosure and consent process appears to meet standard transparency requirements (clear, standalone disclosure, written authorisation) 3. Whether we have a defined adverse action process (pre-adverse action notice, opportunity to respond, final adverse action notice) — and flag if this step is missing 4. Categories of information that may be restricted from consideration in our jurisdiction(s) (e.g. certain criminal record types after a certain time period, salary history in some jurisdictions) 5. A clear note: background check law (timing, permissible scope, disclosure requirements, and adverse action procedures) varies significantly by jurisdiction and is actively regulated — this review is directional only and must be confirmed with employment counsel or a compliance specialist before relying on it
30 Onboarding Compliance Checklist Builder Build a complete new-hire compliance checklist so nothing is missed
Missed onboarding compliance steps — a missing tax form, an unsigned policy acknowledgment, a skipped work eligibility verification — create exposure that surfaces months or years later. This builds a complete checklist calibrated to your company and jurisdiction.
Act as an HR onboarding compliance specialist. Build a complete new-hire onboarding compliance checklist. Company location(s) and where new hires will be based: [list jurisdictions] Employment type being onboarded: [full-time employee / contractor / intern] Current onboarding steps we already have: [describe what exists, or "building from scratch"] Please build a checklist covering: 1. Pre-start administrative steps: offer acceptance, background check completion, work eligibility/authorisation verification 2. Day-one paperwork: tax forms, direct deposit, benefits enrolment, emergency contact information 3. Policy acknowledgments needed: handbook receipt, code of conduct, confidentiality/IP agreements, anti-harassment policy acknowledgment 4. Required compliance training to schedule: [list relevant types — e.g. anti-harassment training if legally required, safety training, data privacy training] 5. Equipment and access provisioning: systems access, equipment issuance with sign-off 6. A timeline showing what must happen before day one, on day one, and within the first 30 days 7. A flag listing which specific steps are legally mandated in the relevant jurisdiction(s) (e.g. specific tax forms, mandatory training, work eligibility documentation) versus which are company best practice — confirm the mandated list with HR compliance or counsel, since requirements vary by location
31 Termination Conversation Script Builder Prepare a clear, respectful, properly structured termination conversation
Termination conversations need to be brief, clear, and respectful — long explanations or improvised justifications create both emotional harm and legal risk. This builds a structured script, while making clear that the decision itself and its legal basis must already be settled with HR and counsel before this conversation happens.
Act as an HR specialist preparing a manager for a termination conversation. Note: the decision to terminate and its legal basis should already be finalised with HR and legal counsel before using this script — this prompt is for delivery preparation only, not for deciding whether to terminate. Reason for termination (already finalised): [e.g. performance following a documented PIP, role elimination, policy violation — keep general here] Employee's role and tenure: [describe] Severance or final pay terms already determined: [describe, or "standard final pay per company policy"] Logistics already arranged: [e.g. final paycheck timing, benefits continuation information, equipment return, system access timing] Please prepare: 1. A brief, clear, respectful opening script (the news should be delivered within the first 1–2 sentences, not buried) 2. The core message — why the decision was made, stated factually and without excessive justification or apology 3. Logistics to communicate clearly: final pay, benefits continuation, equipment return, references policy 4. A response plan for likely reactions (shock, anger, requests to "fix it," emotional distress) 5. A note on what NOT to do: don't re-litigate the decision, don't make promises about rehiring or references beyond standard policy, don't allow the conversation to extend into a debate 6. A reminder that HR and/or legal counsel should confirm final terms (severance, release agreements if applicable, final pay compliance with state/local law) before the conversation, and that this script assumes that confirmation has already happened
32 Layoff & Reduction-in-Force Planner Plan a structurally fair, well-documented reduction-in-force process
Layoffs carry significant legal exposure if selection criteria appear discriminatory, notice requirements aren't met, or the process is inconsistent across affected employees. This builds a planning framework that emphasises documented, defensible selection logic and proper sequencing — all of which require legal sign-off before execution.
Act as an HR workforce planning specialist. Help me plan a structurally fair, properly sequenced reduction-in-force (layoff) process. Note: selection criteria and legal notice requirements must be reviewed and approved by employment counsel before execution — this prompt is for planning structure only. Scale of the reduction: [number of roles/people affected, and from which departments] Business reason: [e.g. cost reduction, restructuring, role elimination — described factually] Locations/jurisdictions affected: [list — relevant for notice requirements like WARN Act-type obligations] Selection approach being considered: [e.g. whole-role elimination, performance-based selection within a role, last-in-first-out] Please help me plan: 1. A selection criteria framework that is role/function-based and documented with objective rationale, minimising subjective or potentially discriminatory selection factors — flag any criteria that could create disparate impact risk for legal review 2. A pre-execution checklist: required notice periods, any mass layoff filing or notification requirements based on the number of affected employees and jurisdiction, severance calculation approach 3. A communication sequence: order of notifications (affected employees, then broader team, then company-wide), timing on the same day to avoid information leaks causing unequal treatment 4. A manager preparation guide for delivering individual notifications 5. A remaining-team communication plan addressing morale and continued trust 6. A clear flag: this plan requires legal review for selection criteria (disparate impact analysis), notice period compliance (mass layoff notification laws vary significantly by jurisdiction and headcount threshold), and severance/release agreement terms before any notifications are given
33 Exit Interview Question Designer Design exit interview questions that surface honest, useful feedback
Most exit interviews produce polite, generic answers because the questions invite them. This designs a question set that's structured to surface honest signal about retention risks and organisational health, while remaining respectful of a departing employee's time and goodwill.
Act as an employee experience and retention specialist. Design an exit interview question set that surfaces honest, useful feedback. Departure type: [voluntary resignation / involuntary termination — exit interviews for involuntary departures should be handled differently or skipped, note this] Employee's tenure and role: [describe] What we most want to learn: [e.g. why people are leaving this team specifically, whether management is a factor, whether compensation is competitive, whether there were warning signs we missed] Please design: 1. An opening question that's open-ended and low-pressure, building trust before harder questions 2. 5–7 core questions covering: reason for leaving, relationship with manager, team dynamics, compensation/growth satisfaction, what would have changed their mind, what they'd tell their successor 3. One question specifically designed to surface issues the person may be hesitant to raise directly (asked indirectly, e.g. "what would you tell a friend who was considering joining this team?") 4. A closing question that ends the conversation on a constructive, appreciative note 5. Guidance on what to do with sensitive feedback (e.g. allegations about a manager) — route to HR investigation process rather than treating it only as generic exit feedback 6. A note that for involuntary terminations, a different and more limited approach is usually appropriate, and any exit interview content from these should be handled with extra care given potential litigation sensitivity
34 Non-Compete & Restrictive Covenant Reviewer Understand what a non-compete, non-solicit, or non-disclosure obligation actually restricts
Restrictive covenants — non-competes, non-solicits, non-disparagement clauses — vary enormously in enforceability by jurisdiction, and many are broader or narrower than they appear at first read. This reviews a restrictive covenant and explains exactly what it would and wouldn't restrict.
Act as an employment contracts specialist. Review this restrictive covenant clause and explain what it would practically restrict. This is for understanding purposes only and does not constitute legal advice on enforceability. Clause to review: [paste the non-compete, non-solicit, non-disparagement, or similar clause] My situation: [e.g. I'm an employer drafting this for a new hire / I'm an employee who's been asked to sign this / I'm an employee who has left and want to understand what I'm bound by] Jurisdiction: [state/country — critically important, as enforceability of non-competes varies enormously, with some jurisdictions banning them outright for most employees] Please explain in plain English: 1. What specific activities this clause would restrict (e.g. working for a named category of competitor, soliciting specific clients, soliciting former colleagues) 2. The scope: how long the restriction lasts, what geographic area it covers, and how broadly "competitor" or "client" is defined 3. Whether the scope appears unusually broad compared to what's typical for this type of role (without giving an enforceability opinion) 4. Key questions to raise with an employment lawyer in this specific jurisdiction, since restrictive covenant enforceability — and in some jurisdictions, outright legality — varies enormously by location and has been actively changing in recent years 5. A clear statement: whether this clause is enforceable at all depends entirely on jurisdiction-specific law, which changes frequently; this explanation describes what the clause says, not whether a court would enforce it
🛡️ Compliance & Risk Management Prompts (35–42)
35 Regulatory Change Impact Assessor Assess how a new or upcoming regulation affects your operations
A new regulation often arrives as a dense legal text that's hard to translate into "what does this actually mean we need to change?" This structures an impact assessment that breaks the regulation into operational implications — based on text you provide, since AI cannot verify it has the most current regulatory text.
Act as a regulatory compliance analyst. Help me assess the operational impact of a regulatory change based on the text I provide below. Note: I am providing the current regulatory text myself, since you may not have the most up-to-date version — do not rely on your own knowledge of this regulation without my provided text. Regulation or regulatory change: [name and provide the relevant text or a detailed summary you've sourced from an official source] Our company context: [industry, size, jurisdictions where we operate] Current relevant practices: [describe what we currently do in the area this regulation affects] Please: 1. Summarise the key operational requirements in plain English, based strictly on the text I've provided 2. Map each requirement to a likely internal owner (legal, compliance, HR, IT, finance, operations) 3. Identify which of our current practices (as I've described them) likely already comply vs need to change 4. Flag the requirements with the nearest compliance deadline, if dates are specified in the text 5. Suggest a prioritised action list for closing identified gaps 6. Remind me explicitly: this assessment is only as current and accurate as the regulatory text I provided — verify the current, final version of this regulation through official government or regulatory body sources before acting, since regulations are sometimes amended after initial publication
36 Compliance Risk Heat Map Builder Map your compliance risk areas by likelihood and impact
Compliance teams often face more risk areas than they can address with equal intensity. A risk heat map forces prioritisation — sorting risks by likelihood and impact so resources go where they matter most, rather than spreading attention evenly across everything.
Act as a compliance risk management consultant. Help me build a compliance risk heat map for my organisation. Industry and regulatory environment: [describe — e.g. fintech subject to financial regulation, healthcare subject to patient privacy law, manufacturing subject to safety regulation] Known compliance risk areas (list everything relevant, even if you're not sure how serious each is): [e.g. data privacy, workplace safety, anti-bribery, employment law, financial reporting, environmental regulation, industry-specific licensing] Current compliance maturity in each area: [rate each as strong / developing / weak, to the best of your knowledge] Recent incidents, near-misses, or regulatory inquiries (if any): [describe, or "none currently"] Please: 1. For each risk area, assess likelihood (how probable is a compliance failure given current maturity) and impact (financial, legal, reputational severity if it occurred) 2. Plot these into a simple heat map structure: high-likelihood/high-impact, high-likelihood/low-impact, low-likelihood/high-impact, low-likelihood/low-impact 3. Identify the 3 risk areas that most urgently need additional resources or attention based on this mapping 4. For the top risk area, suggest a first concrete step to begin reducing the risk 5. Recommend a review cadence for updating this heat map (e.g. quarterly, after any regulatory change, after any incident) 6. Note: this heat map is based on the information and self-assessment provided — an independent compliance audit is recommended periodically to validate these risk ratings
37 Data Breach Response Checklist Build a step-by-step response plan for the first 72 hours after a suspected breach
Data breach response has tight legal notification timelines in many jurisdictions, and the first hours after discovery shape everything that follows — evidence preservation, scope assessment, and notification obligations. This builds a response checklist structure to have ready before an incident happens.
Act as a data privacy and incident response specialist. Help me build a data breach response checklist for the critical first 72 hours. Type of data we handle: [e.g. customer PII, payment data, health records, employee data] Jurisdictions where affected individuals may be located: [list — critical, since breach notification deadlines and requirements vary significantly by jurisdiction] Current incident response team/structure (if any): [describe, or "needs to be defined"] Please build a checklist covering: 1. Immediate containment steps (first few hours): isolating affected systems, preserving evidence, stopping ongoing data loss 2. Initial assessment: what was accessed, how many individuals affected, what type of data, how the breach occurred 3. Internal escalation: who must be notified internally and how quickly (legal, executive leadership, IT security, possibly board) 4. External notification assessment: a clear flag that notification timelines and requirements (to regulators and to affected individuals) vary by jurisdiction and data type — some require notification within as little as 72 hours of discovery — and legal counsel must be engaged immediately to determine specific obligations 5. Communication planning: drafting holding statements for affected individuals, regulators, and (if needed) media, pending legal review 6. Documentation requirements: a log of every action taken, when, and by whom, for both legal defense and process improvement purposes 7. Post-incident review structure for once the immediate response is complete Format this as a checklist that can be printed and followed under pressure.
38 Vendor Compliance Due Diligence Questionnaire Build a due diligence questionnaire to assess a vendor's compliance posture
Your compliance exposure extends to your vendors, especially those handling sensitive data or operating in regulated areas on your behalf. This builds a due diligence questionnaire to assess a vendor's compliance posture before onboarding them or renewing a relationship.
Act as a third-party risk management specialist. Build a vendor compliance due diligence questionnaire. Vendor type and what they'll do for us: [describe] Data sensitivity involved: [e.g. will they handle customer PII, payment data, employee data, or no sensitive data] Regulatory areas relevant to this vendor relationship: [e.g. data privacy, financial services regulation, industry-specific compliance — or "general commercial vendor, no specific regulatory overlay"] Criticality of this vendor to our operations: [low / medium / high] Please build a questionnaire covering: 1. General compliance posture: relevant certifications (e.g. security/privacy certifications appropriate to their function), compliance program maturity, history of regulatory issues or breaches 2. Data handling practices (if relevant): data storage location, sub-processor use, breach notification commitments, data retention and deletion practices 3. Security practices: access controls, encryption practices, employee security training, incident response capability 4. Business continuity: disaster recovery plans, insurance coverage, financial stability indicators 5. Contractual compliance commitments they're willing to make (to cross-reference with the actual contract terms) 6. A scoring framework to rate vendor responses as low/medium/high risk, with criteria for what triggers escalation to legal or compliance leadership before proceeding 7. A note that vendor self-reported answers should be verified where possible (e.g. requesting actual certification documents) rather than accepted at face value for higher-risk vendors
39 Internal Audit Preparation Guide Prepare your team and documentation ahead of an internal or external audit
Audit preparation that starts the week before the audit is far less effective than preparation that's built into ongoing operations. This builds a structured preparation guide that organises documentation, briefs relevant teams, and surfaces likely gaps before the auditor finds them.
Act as an audit readiness consultant. Help me prepare for an upcoming audit. Type of audit: [e.g. internal compliance audit, external regulatory audit, SOC 2 audit, financial audit, HR/employment practices audit] Scope of the audit (areas being reviewed): [describe] Time until the audit: [timeframe] Known weak areas or concerns going in: [describe honestly] Documentation currently available: [describe what exists, or "needs to be assembled"] Please build: 1. A documentation checklist: what records, policies, logs, or evidence the auditors will likely request, organised by audit scope area 2. A gap-identification exercise: based on the known weak areas, what's the most likely finding, and can it be remediated before the audit or does it need to be proactively disclosed with a remediation plan 3. A team briefing outline: who will likely be interviewed, what they should expect, and guidance on answering honestly and consistently (not coaching answers — preparing people to represent the actual process accurately) 4. A pre-audit internal review timeline working backward from the audit date 5. A response protocol for if the audit surfaces a finding: how findings should be acknowledged, documented, and tracked to remediation 6. Note: if this audit relates to a regulatory body, legal counsel should be involved in reviewing any findings before formal responses are submitted
40 Pay Equity & Classification Auditor Structure a pay equity and worker classification self-assessment
Pay equity gaps and worker misclassification (employee vs contractor, exempt vs non-exempt) are two of the most common sources of employment litigation. This structures a self-assessment to surface potential issues — with the analysis itself requiring confirmation from legal or compensation specialists.
Act as a compensation and employment classification specialist. Help me structure a self-assessment for pay equity and worker classification risk. Company size and structure: [describe] Current classification practices: [describe how we currently determine exempt/non-exempt status and employee/contractor status] Pay-setting process: [describe how salaries are currently determined — e.g. manager discretion, banded ranges, market data-based] Areas of specific concern (if any): [e.g. a role where classification feels ambiguous, a team where pay history varies widely, contractors who work similarly to employees] Please help me structure: 1. A pay equity self-assessment framework: how to group roles for comparison (same role, similar level, similar experience) and what data points to compare (base pay, bonus, equity) before drawing conclusions 2. Common pay equity risk patterns to look for: unexplained gaps correlating with protected characteristics, pay-setting processes that perpetuate historical disparities (e.g. heavy reliance on prior salary) 3. A classification risk checklist for distinguishing employee vs independent contractor status, based on common factors used in classification tests (degree of control, integration into the business, exclusivity) — flagging that the specific legal test varies by jurisdiction and agency 4. A checklist for exempt vs non-exempt classification red flags (e.g. job duties not matching the exemption claimed, misclassified overtime-eligible roles) 5. A clear note: pay equity analysis with statistical validity and worker classification determinations are legally consequential and jurisdiction-specific; this self-assessment should be the starting point for a formal review conducted with employment counsel or a specialised compensation consultant, not a final determination
41 Workplace Safety Compliance Reviewer Review your workplace safety program structure for common gaps
Workplace safety compliance extends beyond physical hazards to documentation, training records, and incident reporting processes — all of which are scrutinised in an inspection or after an incident. This reviews your safety program structure against the elements regulators commonly check.
Act as a workplace safety and occupational health compliance specialist. Review my safety program structure for common gaps. Industry and primary work environment: [e.g. office-based, warehouse, manufacturing, construction, healthcare, remote/distributed] Jurisdiction(s): [list — relevant occupational safety regulatory bodies vary by location] Current safety program elements (describe honestly): [e.g. written safety policy, training program, incident reporting process, equipment inspection schedule — or "minimal formal program currently"] Recent incidents or near-misses (if any): [describe, or "none recently"] Please review and flag: 1. Common required program elements for this industry that appear to be missing (e.g. written hazard communication program, emergency action plan, required training documentation) 2. Documentation gaps: are incidents, near-misses, and training being logged in a way that would hold up to regulatory review 3. Whether our incident reporting process appears to meet timely-reporting expectations (without specifying exact regulatory deadlines, which vary by jurisdiction and incident severity) 4. Training currency: whether required safety training appears to be tracked and renewed on schedule 5. A prioritised list of the top 3 gaps to address first, ranked by injury risk and regulatory exposure 6. A clear flag: occupational safety requirements are jurisdiction- and industry-specific and enforced by specific regulatory bodies — this review is directional; a qualified safety compliance professional or counsel should confirm specific regulatory obligations for your exact location and industry
42 Training Compliance Tracker Designer Design a system for tracking mandatory training completion across the company
Mandatory compliance training (anti-harassment, data privacy, safety, code of conduct) is only useful if completion is actually tracked and overdue employees are followed up with — otherwise it becomes a checkbox exercise with real gaps hiding underneath. This designs a tracking system structure.
Act as a compliance training program designer. Help me design a tracking system for mandatory compliance training completion. Mandatory trainings we need to track: [list — e.g. anti-harassment training, data privacy training, code of conduct acknowledgment, safety training, anti-bribery training] Frequency required for each: [e.g. annual, one-time at onboarding, biennial] Current tracking method (if any): [describe, or "no formal tracking currently"] Company size and structure: [describe — relevant for how automated this needs to be] Please design: 1. A tracking data structure: what fields are needed per employee per training (completion date, due date, renewal date, certificate/proof of completion) 2. An escalation protocol for overdue training: when and how reminders go out, and at what point it escalates to the employee's manager or HR leadership 3. A reporting structure: how compliance leadership can see overall completion rates by department, training type, and overdue status at a glance 4. A new-hire integration point: how new employees get enrolled in required training automatically as part of onboarding 5. An audit-readiness consideration: what documentation should be retained and for how long to demonstrate compliance if ever requested by a regulator or in litigation 6. A note: some training requirements (e.g. anti-harassment training frequency and content) are legally mandated in certain jurisdictions — confirm specific requirements for your locations with legal/compliance before finalising the tracked list
🔍 Workplace Investigations & Documentation Prompts (43–46)
43 Workplace Investigation Plan Builder Build a structured, impartial plan for conducting a workplace investigation
An investigation without a structured plan tends to follow whatever thread feels most urgent in the moment, risking incomplete fact-finding or the appearance of bias. This builds a complete investigation plan that ensures thoroughness and impartiality from the outset.
Act as a workplace investigations specialist. Help me build a structured investigation plan. Note: for any investigation involving harassment, discrimination, or significant legal exposure, employment counsel should be involved in reviewing this plan before the investigation proceeds. Nature of the allegation (described generally): [e.g. harassment complaint, policy violation, financial misconduct, safety violation] Parties involved: [complainant, respondent, relevant roles — keep names general in this prompt] Investigator: [internal HR / external investigator / legal counsel] Initial information already gathered: [describe briefly] Please build: 1. An investigation scope statement: exactly what allegations are being investigated (avoid scope creep into unrelated matters) 2. A list of likely witnesses to interview, in a logical order (often complainant first, then relevant witnesses, then respondent last) 3. A documentation and evidence collection plan: what records, communications, or physical evidence should be preserved and reviewed 4. An impartiality safeguard checklist: steps to ensure the investigator has no conflict of interest and that interview questions are neutral and non-leading 5. A timeline with target completion date, balancing thoroughness against the importance of prompt resolution 6. A confidentiality protocol: what information is shared with whom during the investigation 7. A clear flag: this plan structure should be reviewed by employment counsel before interviews begin, particularly if the allegations could result in termination, give rise to litigation, or involve a protected characteristic
44 Witness Interview Question Designer Design neutral, non-leading interview questions for an investigation
Leading or suggestive questions can undermine the credibility of an entire investigation, even when asked with good intentions. This designs a neutral question set that surfaces facts without steering the witness toward a particular conclusion.
Act as a workplace investigations specialist. Design neutral, non-leading witness interview questions for an investigation.
Allegation being investigated (general description): [describe]
This witness's relationship to the matter: [e.g. complainant, accused/respondent, direct witness, character/context witness]
What this witness is believed to know: [describe briefly, without assuming their account in advance]
Please design:
1. An opening script: explaining the purpose of the interview, confidentiality expectations (with honest limits noted), and the non-retaliation commitment
2. 8–10 open-ended, neutral questions that invite the witness to describe what they observed or experienced, in their own words, without suggesting an answer (avoid questions like "Didn't you see X do Y?" in favour of "What did you observe?")
3. Follow-up probing questions for common areas that need more detail: specific dates/times, who else was present, what was said verbatim if recalled, any documentation that exists
4. A question designed to surface any other relevant information the witness hasn't been directly asked about ("Is there anything else relevant you think I should know?")
5. A closing script reconfirming confidentiality limits and next steps
6. A note on documentation: questions and answers should be recorded as close to verbatim as possible, with the witness given a chance to review and confirm accuracy of the summary if your process allows for that step
45 Investigation Findings Report Writer Structure a clear, factual, defensible investigation findings report
An investigation findings report needs to present facts clearly, separate evidence from conclusions, and explain the reasoning behind any determination reached. This structures a report that will hold up to scrutiny — written for review by legal counsel before any final determination is communicated.
Act as a workplace investigations report writer. Help me structure a findings report based on an investigation that has been completed. This report structure is for review by HR leadership and legal counsel before any final determination is finalised or communicated. Allegation investigated: [describe] Witnesses interviewed and general nature of their accounts: [summarise factually, without your own interpretation yet] Documentary evidence reviewed: [list — emails, messages, records, policies, etc.] Areas where accounts conflicted: [describe, if applicable] Please structure a report with these sections: 1. Scope of investigation — exactly what was investigated and the timeframe covered 2. Methodology — who was interviewed, what documents were reviewed, in what order 3. Summary of evidence — presented factually and chronologically, attributing specific statements to specific sources, clearly separating what different witnesses said (especially where accounts conflict) 4. Credibility assessment factors (if accounts conflict) — based on objective factors like consistency with documentary evidence, corroboration by other witnesses, not on subjective impressions alone 5. Findings — a clear statement of what is determined to be more likely than not to have occurred, based on the evidence, with the reasoning explained 6. Policy application — which specific policy provisions are relevant to the findings 7. A clear statement that recommended next steps (disciplinary action, no action, further investigation) should be determined by HR leadership in consultation with legal counsel, separate from the factual findings themselves
46 Disciplinary Documentation Builder Document a disciplinary action clearly, factually, and consistently
Disciplinary documentation that's vague, inconsistent in tone with prior similar cases, or mixes opinion with fact is one of the most common weaknesses exposed in employment disputes. This builds documentation that's factual, specific, and consistent with how similar situations should be handled.
Act as an HR documentation specialist. Help me draft clear, factual disciplinary documentation for an employee. Type of disciplinary action: [e.g. verbal warning, written warning, final warning, suspension] Specific conduct or performance issue (describe factually, with dates/specifics, not characterisations): [describe — e.g. "On [date], employee was 45 minutes late without notice, the third such instance this month" rather than "employee is unreliable"] Relevant policy violated: [name the specific policy] Prior related discussions or warnings (if any): [describe with dates] Action being taken: [describe] Expectation going forward: [describe clearly what must change] Please draft: 1. A factual summary of the incident(s), with specific dates and observable behaviour only — no characterisation, assumptions about motive, or subjective language 2. Reference to the specific policy or expectation that was violated 3. A summary of any prior related conversations or warnings, with dates, showing this isn't the first instance if applicable 4. The disciplinary action being taken, stated clearly 5. Clear expectations for the future and the consequence of continued issues (escalating appropriately if there's a next step) 6. A space for the employee's response or acknowledgment 7. A note reminding me to confirm this documentation is consistent with how similar past situations have been handled for other employees, since inconsistent application of discipline across similar cases is a common source of legal risk
📢 Employee Relations & Communication Prompts (47–50)
47 Employee Announcement Drafter Draft a clear, appropriately toned company-wide announcement
HR-related company announcements — restructuring, leadership changes, policy shifts, benefits changes — need a tone calibrated to the news itself. This drafts an announcement matched to the specific situation, balancing transparency with appropriate discretion.
Act as an internal communications specialist with HR expertise. Draft a company-wide announcement for the situation below. Announcement topic: [e.g. organisational restructuring, new benefits program, leadership change, office relocation, policy change, layoff aftermath communication to remaining staff] Key facts to communicate: [list the essential facts employees need to know] Sensitivities to navigate: [describe — e.g. this follows a layoff and morale is fragile, this is a benefits reduction that won't be popular, this is positive news but shouldn't appear to overshadow recent difficult news] Tone needed: [e.g. reassuring, direct and factual, celebratory, measured] Audience: [all-company / specific department / managers only, to cascade down] Please draft: 1. A clear subject line or opening that sets accurate expectations for the announcement's content 2. The core message — facts stated clearly, without burying the lead in preamble 3. Context or rationale, calibrated to how much explanation is appropriate (not over-explaining decisions that don't require justification, not under-explaining ones that will generate confusion or anxiety without it) 4. What's changing for employees practically, if relevant 5. A channel for questions or follow-up 6. A closing tone-setting line that matches the overall sensitivity of the news
48 Policy FAQ Generator for Employees Anticipate and answer the questions employees will actually ask about a policy
Employees rarely read full policy documents — they ask their manager or HR a specific question instead. This generates an FAQ that anticipates the real questions people will ask, reducing repetitive HR tickets and inconsistent manager answers.
Act as an HR communications specialist. Generate an employee-facing FAQ for the policy described below. Policy: [describe the policy, or paste the full policy text] Audience: [all employees / specific department / managers] Common confusion points we've already seen (if any): [describe, or "this is a new policy, no feedback yet"] Please generate: 1. 10–12 FAQ questions in the exact phrasing an employee would actually use (not formal policy language) — e.g. "Can I work from a different country for a few weeks?" rather than "What are the geographic restrictions on remote work eligibility?" 2. A clear, direct answer to each, in plain language, referencing the relevant policy section 3. At least 2 edge-case questions that aren't explicitly covered in the policy but employees are likely to ask (e.g. "what if I'm not sure if my situation qualifies?") with guidance on who to contact for those cases 4. A consistent "if your situation isn't covered here, contact [HR/manager] before assuming" closing note 5. Format this as a simple, scannable FAQ — short answers, no legal preamble repeated in every answer
49 Manager Coaching Script for Policy Enforcement Coach managers to enforce policy consistently and confidently
Policies fail in practice when managers apply them inconsistently — some enforcing strictly, others looking the other way, out of discomfort or uncertainty about their authority. This builds a coaching script that gives managers confidence and consistent language for enforcing a specific policy.
Act as an HR business partner coaching managers on policy enforcement. Help me prepare guidance for managers on enforcing a specific policy consistently. Policy needing consistent enforcement: [describe — e.g. attendance policy, remote work eligibility, expense policy, code of conduct] Why enforcement has been inconsistent so far: [describe — e.g. managers feel awkward raising it, unclear on their authority, fear of conflict, genuinely unclear edge cases] Specific scenario managers commonly face: [describe a realistic example] Please prepare: 1. A short explanation for managers of why consistent enforcement matters (fairness across the team, legal/compliance reasons if relevant, protecting them from later disputes) 2. Specific scripted language for raising a policy violation with an employee — calibrated to be firm but not punitive for a first occurrence 3. A clear escalation path: at what point should the manager involve HR rather than handling it themselves 4. Guidance for the specific scenario described, walked through step by step 5. A reminder that documentation matters even for informal conversations — a brief note of what was discussed and when, kept by the manager 6. A reassurance script the manager can use with themselves: addressing the discomfort of enforcement directly (e.g. "this isn't about being the bad guy — it's about fairness to the rest of the team who already follow the policy")
50 HR Metrics & Compliance Reporting Summary Builder Turn raw HR and compliance data into a clear leadership-ready summary
HR and compliance leaders often need to translate operational data — complaint volumes, training completion rates, turnover figures — into a summary that leadership and the board can quickly understand and act on. This structures that translation clearly and honestly.
Act as an HR and compliance reporting specialist. Help me turn raw data into a clear leadership-ready summary. Reporting period: [e.g. Q2 2026] Audience: [executive team / board / department heads] Data points I have (list what's available, with actual figures or trends): [e.g. "complaint volume: 12 this quarter vs 8 last quarter", "mandatory training completion: 87%", "voluntary turnover: 14% annualised", "open investigations: 2"] Context worth noting: [e.g. any known reason behind a trend, seasonal factors, recent policy changes that might explain shifts] Please build: 1. An executive summary (3–4 sentences) capturing the most important takeaway from this period's data — leading with what matters most, not just listing every metric 2. A breakdown of each key metric: the number, the trend direction (up/down/stable vs last period), and a brief, honest interpretation (not spin) 3. Flag any metric that represents an emerging risk requiring leadership attention or budget/resource discussion 4. Two or three recommended actions based on the data, prioritised 5. A note on what data is NOT yet being tracked that would improve future reporting, if relevant 6. Format suitable for a short leadership readout — concise, scannable, with the headline finding first
✍️ How to Write Better Legal & HR AI Prompts
The difference between a generic legal or HR suggestion and a usable, defensible draft comes down to four inputs — and a fifth, non-negotiable step that's unique to this domain: human review. Every prompt in this library uses the first four; you must supply the fifth.
[Role] + [Jurisdiction & Context] + [Concrete Output Format] + [Review Flag]
Example: "Act as an HR policy writer [Role]. We're a 120-person remote-first company with employees in the US and Canada [Context]. Draft a remote work policy covering equipment, security, and cross-border work requests [Output]. Flag every section that needs jurisdiction-specific legal review before publishing [Review Flag]."
❓ Frequently Asked Questions
Can AI review contracts and legal documents?
AI tools like ChatGPT and Claude can flag unusual clauses, translate dense legal language into plain English, compare two versions of a document, and surface questions worth raising with counsel — but they cannot replace a qualified lawyer for binding legal advice, jurisdiction-specific interpretation, or final sign-off. The prompts in this guide are designed as a first-pass review and preparation layer, not a substitute for legal counsel. Always have a licensed attorney review any contract before signing.
Is it safe to paste contracts or HR documents into AI tools?
This depends entirely on your organisation's data policy and the AI tool's data handling terms. Many enterprise AI plans (ChatGPT Enterprise, Claude for Work, Gemini for Workspace) offer data retention controls that prevent your inputs from being used for model training. Always check with your legal and IT teams before pasting confidential contracts, employee personal data, or privileged HR documents into any AI tool, and redact personally identifiable information wherever possible.
Can AI help write employee handbooks and workplace policies?
Yes. AI is highly effective at drafting first versions of policies — remote work, leave, code of conduct, acceptable use — based on your specific company context. Prompts 10–17 in this guide cover the full policy lifecycle: drafting, gap analysis, and rollout communication. The output should always be reviewed by HR leadership and, for jurisdiction-sensitive policies like leave entitlements or anti-harassment procedures, by employment counsel before publishing.
What is the best AI prompt for handling a workplace conflict?
Prompt 18 (Workplace Conflict Mediation Script) and Prompt 24 (Team Conflict Root-Cause Diagnoser) in this guide give HR professionals and managers a structured way to prepare for a mediation conversation or diagnose what's actually driving a recurring conflict, rather than reacting to the surface symptoms. The key is providing honest context about both parties' perspectives so the AI can surface blind spots rather than taking one side.
Can ChatGPT help with employee termination and layoffs?
AI can help structure the conversation, draft the documentation, and build a checklist for legal and procedural compliance (Prompts 31–32 in this guide), but the decision to terminate, the final wording of any settlement or severance terms, and jurisdiction-specific compliance (notice periods, protected categories, mass layoff filing requirements) must be reviewed by HR leadership and employment counsel. Never rely solely on AI-generated content for the legal basis of a termination.
How can AI help with compliance risk management?
Prompts 35–42 in this guide help compliance teams assess the impact of regulatory changes, build risk heat maps, prepare for audits, and design training trackers. AI is particularly useful for structuring large amounts of regulatory or policy information into a digestible risk framework, but compliance officers should always verify current regulatory requirements through official sources, since AI training data has a cutoff and regulations change frequently.
Should small businesses without a legal team use these prompts?
These prompts are valuable for small businesses precisely because they don't have in-house legal or HR teams — they help structure thinking and produce a strong first draft. However, the smaller the team, the more important it is to get qualified review before finalising contracts, terminations, or policies with legal consequences, since there's no internal legal function to catch errors. Budget for at least periodic review by an employment lawyer or HR consultant.
Daily planning, habit building, time management, and decision-making prompts — useful for HR and legal professionals managing heavy caseloads.
Read Productivity Prompts →Resumes, cover letters, interview prep, and salary negotiation prompts — a useful companion for HR teams supporting candidates and employees.
Read Career & Job Search Prompts →Campaign strategy, social media, and email prompts — useful for internal communications teams working alongside HR and legal.
Read Marketing & SEO Prompts guide →How to optimise for AI Overviews, ChatGPT, Perplexity, and LLM-powered search — essential for legal and compliance content teams building authoritative resources.
Read GEO & AEO guide →