Create a copy-paste AI prompt pack for a real estate investor working in [MARKET AND STRATEGY]. My portfolio stage, operating model, and constraints are [INVESTOR CONTEXT]. The recurring tasks I need help with are [RECURRING TASKS], and the data, documents, and assumptions I can provide are [AVAILABLE INPUTS]. My risk, legal, lending, and compliance boundaries are [RISK AND PROFESSIONAL BOUNDARIES]. Produce 8 distinct prompts, each 90–150 words, for the highest-value recurring tasks. Cover deal screening, underwriting-assumption review, rent-comparable research plan, due-diligence checklist, offer or negotiation preparation, lender-question preparation, investor or partner update, and property operations only when relevant to my supplied tasks. Each prompt must contain its own bracketed placeholders, define the required output, and require the model to separate facts, assumptions, calculations, and unknowns. For financial analysis prompts, require a transparent inputs-and-outputs table, sensitivity cases for the key driver, and calculations that can be checked in a spreadsheet. State that the output is decision support, not investment, legal, tax, appraisal, lending, fair-housing, or property-condition advice. For due diligence, tell the model to identify documents or professionals needed rather than making a conclusion from incomplete information. For tenant-facing or marketing copy, prohibit discriminatory language and require review against applicable fair-housing rules. Start with a one-page task map explaining when to use each prompt and what source material to paste. End with a three-item verification checklist for any AI-generated deal analysis. Do not invent market rents, expenses, rates, comps, property facts, regulations, or returns. Before answering, check that every prompt has a defined decision or deliverable and flag tasks where a licensed professional or local expert is necessary. Ask up to three clarifying questions only if a required input is missing.
Fill in
| Placeholder | What to enter | Example |
|---|---|---|
| [MARKET AND STRATEGY] | Enter the geographic market and investment approach, such as buy-and-hold multifamily or value-add single-family rentals. | Small multifamily buy-and-hold in Columbus, Ohio; 2–8 unit buildings with light value-add work. |
| [INVESTOR CONTEXT] | Enter your portfolio size, team roles, holding period, financing approach, and decision constraints. | Two partners own 14 units; self-manage with a part-time bookkeeper; five-year hold; conventional and local-bank debt. |
| [RECURRING TASKS] | Enter the real tasks you repeat, prioritize, or need to standardize. | Initial listing screen, rent-roll review, offer preparation, contractor scope comparison, monthly partner updates, and renewal planning. |
| [AVAILABLE INPUTS] | Enter the documents and data you can provide, such as listing details, trailing statements, rent rolls, or quotes. | Listing sheets, rent rolls, trailing-12 statements, inspection reports, lender term sheets, contractor bids, and our underwriting spreadsheet. |
| [RISK AND PROFESSIONAL BOUNDARIES] | Enter required professional reviews, local compliance concerns, return hurdles, and risk limits. | Target 8% cash-on-cash return using verified inputs; attorney reviews contracts; CPA reviews tax issues; local manager checks fair-housing and lease matters. |
How to use
- Paste your actual market, strategy, recurring work, and documents you can reliably provide.
- Start with one prompt and attach or paste the source figures it explicitly requests.
- Recalculate income, expenses, debt service, and returns in your own underwriting model before acting.
- Follow up with: “Adapt the underwriting prompt for a five-unit property with a seller-provided trailing-12 and incomplete utility data.”
Variations
Deal screen
Use when deciding whether a listing deserves full underwriting.
Screen this potential acquisition in [MARKET]: [LISTING DETAILS]. My strategy and buy box are [BUY BOX], and known financial information is [KNOWN FINANCIALS]. Produce a one-page screen with facts, assumptions, missing data, red flags, questions for the broker, and a proceed/decline/research-further recommendation conditional on the gaps. Do not estimate rents, repairs, expenses, or financing without labeling assumptions and showing the source or method. This is decision support, not investment or valuation advice. Check that no conclusion relies on unverified listing claims; ask up to three questions if inputs are missing.
Diligence plan
Use after a property is under serious consideration or contract.
Build a due-diligence workplan for [PROPERTY AND DEAL STAGE] in [JURISDICTION]. Available documents are [DOCUMENTS], and the deal risks or known issues are [KNOWN RISKS]. Produce a prioritized checklist with owner, evidence to obtain, deadline, decision impact, and when to involve an inspector, attorney, lender, insurance broker, environmental specialist, or local housing professional. Separate document review from physical verification. Do not give legal, engineering, environmental, or appraisal conclusions. Check for lender and contingency deadlines; ask up to three questions if required information is missing.
Partner update
Use when reporting a property’s operating results to partners or investors.
Draft a monthly property update for [PROPERTY OR PORTFOLIO] covering [REPORTING PERIOD] for [RECIPIENTS]. Use these verified operating and financial inputs: [ACTUAL RESULTS], compared with [BUDGET OR PRIOR PERIOD]. Produce a 250–350 word narrative plus a table of occupancy, collections, income, expenses, cash flow, major variances, upcoming decisions, and owner actions. Clearly label actuals, budget, and forecasts; do not hide adverse variances or invent explanations. This is informational, not an offer or financial advice. Check every number and date against my inputs; ask up to three questions if needed.
Tips
- Make AI separate source facts from underwriting assumptions; an apparently precise answer is unusable if market rent or repair cost was guessed.
- Use sensitivities for vacancy, rent, repair contingency, interest rate, and exit price rather than relying on one return figure.
- Never let a listing description substitute for inspections, lease review, title work, insurance review, or local regulatory checks.
- Keep tenant communications factual and neutral, and have local counsel or a housing professional review notices and policies that create legal risk.
FAQ
Can ChatGPT underwrite a rental property?
It can organize inputs, find gaps, and calculate scenarios when you provide the formulas and figures. Verify every calculation and assumption in your own model before making an investment decision.
Can AI estimate market rent or repair costs?
It can suggest a research plan, but it should not be treated as a reliable source of local rents, contractor pricing, or property condition. Use current comparable data and qualified local professionals.
Can I use AI for lease or fair-housing questions?
Use it to organize questions for counsel or identify documents to review, not to make legal determinations. Housing and landlord-tenant rules are local and can materially affect a deal.