38 ChatGPT Prompts for Commercial Real Estate Agents and Brokers
Commercial real estate brokers deal in complex, high-stakes transactions — and every deal generates a mountain of written output. LOIs, deal memos, market analyses, tenant outreach, and pitch decks all take time to write well. These prompts handle the writing so you can stay focused on the deals.
Commercial real estate is a relationship business built on communication. The brokers who grow fastest aren't necessarily the ones who know the most — they're the ones who communicate the most clearly, consistently, and professionally. From the first cold outreach to a prospective tenant through to the deal memo that closes an acquisition, every touchpoint in a CRE deal involves skilled writing. These prompts cover the six most writing-intensive areas of commercial brokerage work.
Every prompt uses [BRACKETS] for variables you fill in. Copy, customize, paste into ChatGPT, and review before use. All documents involving legal terms should be reviewed by a licensed attorney before execution.
Section 1: LOI & Deal Memo Drafts (Prompts 1–3)
Letters of intent and deal memos are among the most consequential documents in commercial real estate. These prompts generate first drafts of tenant LOIs, investment acquisition deal memos, and counter-proposal responses — structured for review by legal counsel before execution.
1. Letter of Intent (LOI) — Tenant Offer
Draft a non-binding letter of intent for a commercial tenant offer that covers the essential deal terms clearly.
Draft a Letter of Intent (LOI) for a commercial real estate tenancy. Note: this is a non-binding summary of proposed terms for negotiation purposes only. All final LOIs must be reviewed by a licensed attorney before execution. Prepared by: [BROKER / TENANT NAME]. Property address: [ADDRESS]. Property type: [E.G. "Class A office space," "industrial warehouse," "retail storefront"]. Proposed tenant: [COMPANY NAME AND DESCRIPTION]. Proposed use: [E.G. "general office use," "light manufacturing and distribution," "food and beverage retail"]. Key proposed terms: Premises: [SUITE / FLOOR / SQUARE FOOTAGE]. Commencement date: [DATE]. Lease term: [YEARS / MONTHS]. Base rent: [$PSF or $TOTAL/MONTH — and any escalation schedule]. Free rent period: [IF ANY]. Tenant improvement allowance: [$/PSF or total, if any]. Operating expenses: [NNN / GROSS / MODIFIED GROSS — and who pays what]. Renewal options: [NUMBER AND TERMS — if any]. Parking: [SPACES / RATIO]. Personal guaranty: [REQUIRED OR NOT]. Exclusivity: [IF ANY]. Write a professional LOI with a brief introduction, deal terms laid out in clearly labeled sections, and a standard non-binding disclaimer. Tone: professional and transaction-ready. Under 400 words.2. Deal Memo for an Investment Property Acquisition
Write a deal memo that summarizes an investment acquisition opportunity for internal review or investor presentation.
Write a deal memo for a commercial real estate investment acquisition. Prepared for: [INTERNAL REVIEW / INVESTOR PRESENTATION]. Property: [ADDRESS AND TYPE — e.g. "a 42,000 SF multi-tenant office building"]. Purchase price: [$AMOUNT]. Cap rate: [X%]. NOI: [$AMOUNT ANNUALLY]. Occupancy: [X%]. Tenancy overview: [LIST KEY TENANTS, their square footage, lease expiration, and rent — or summarize]. Key investment thesis: [DESCRIBE — why is this an attractive acquisition? E.G. "below-market rents with near-term mark-to-market opportunity," "strong anchor tenant with 8 years remaining," "value-add potential through common area upgrades"]. Key risks: [LIST 2–3 — be honest]. Financing structure: [DESCRIBE IF KNOWN — e.g. "65% LTV conventional financing"]. Projected returns: [IRR / EQUITY MULTIPLE / CASH-ON-CASH IF AVAILABLE]. Recommendation: [BUY / PASS / EXPLORE FURTHER — and why]. Write a deal memo with clearly labeled sections covering: property overview, financial summary, investment thesis, risk factors, and recommendation. Under 400 words. Tone: analytical and direct — deal memos should be read in under 5 minutes and enable a decision.3. LOI Counter-Proposal Response
Draft a counter-proposal response to an LOI that repositions key terms professionally.
Draft a counter-proposal to a received Letter of Intent for a commercial lease. Context: [BRIEFLY DESCRIBE — who received the LOI, what the property is, and who the prospective tenant is]. Original LOI terms offered: [LIST KEY TERMS — base rent, lease term, TI allowance, free rent, commencement date, etc.]. Our counter-position on each term: [LIST — for each term the landlord or tenant wants to change, state their counter and a brief reason if needed]. Terms we are prepared to accept as offered: [LIST]. Write a counter-proposal that: acknowledges receipt of the original LOI professionally, restates the agreed terms clearly, presents the counter-terms with brief explanations where needed, expresses genuine interest in completing the transaction, and suggests a timeline for the next step. Under 300 words. Tone: professional and collaborative — a counter-proposal should move the deal forward, not signal an adversarial negotiation. Note: all final documents should be reviewed by legal counsel.Section 2: Tenant Outreach (Prompts 4–5)
Tenant prospecting is one of the most writing-intensive parts of commercial brokerage. These prompts write cold outreach emails that get responses because they lead with specific relevance — not generic blast messages — and tenant retention letters that open renewal conversations at exactly the right time.
4. Cold Outreach to a Prospective Tenant
Write a targeted cold outreach email to a company that might be a strong tenant fit for a specific property.
Write a cold outreach email to a prospective commercial tenant. Broker / landlord: [NAME AND FIRM]. Property: [ADDRESS, TYPE, SIZE — e.g. "32,000 SF Class B office space in [SUBMARKET]"]. Target company: [NAME AND BRIEF DESCRIPTION — e.g. "a 40-person tech consulting firm currently in [COMPETING BUILDING / SUBMARKET]"]. Why this company is a good fit: [SPECIFIC REASONING — e.g. "their current lease expires in [APPROXIMATE TIMEFRAME]," "the property's [FEATURE] aligns with their business type," "their headcount growth suggests they'll need more space"]. Key property selling points: [LIST 3–4 SPECIFIC FEATURES — not generic, not "great location"]. Ask: [WHAT YOU WANT — e.g. "a 15-minute call," "a tour"]. Write an email that: opens with something specific about the company or their situation (not "I'm reaching out because I have a property"), describes the property with the details most relevant to this tenant, gives a clear reason why it might be worth their time to explore, and ends with a low-friction ask. Under 150 words. Tone: direct and professional — commercial tenants have seen every generic broker blast; this email should feel like it was written for them specifically.5. Tenant Retention Letter for Upcoming Lease Expiry
Write a proactive tenant retention letter that opens the renewal conversation early and professionally.
Write a tenant retention letter to send proactively as a lease expiry approaches. Landlord / property manager: [NAME AND FIRM]. Tenant: [COMPANY NAME AND CONTACT]. Property: [ADDRESS AND SUITE / FLOOR]. Current lease expiration: [DATE — note how far out this is, e.g. "12 months from now"]. Tenant relationship: [DESCRIBE — e.g. "strong relationship, paying on time, no major issues," "good tenant but we suspect they may be exploring alternatives"]. Renewal offer direction: [DESCRIBE — e.g. "we want to offer a renewal at market rent with a TI package," "we want to discuss restructuring the space size as part of renewal"]. Write a letter that: opens by referencing the relationship positively and specifically, acknowledges the approaching lease expiry proactively and positions the outreach as in their interest, expresses genuine desire to have them remain, invites a conversation about their space needs going forward (not just a renewal of existing terms), and proposes a specific next step — a meeting or call with a deadline. Under 200 words. Tone: warm and professional — tenant retention letters should feel like a genuine business relationship conversation, not a form lease renewal.Section 3: Property Listing Summaries (Prompts 6–7)
A property listing summary is the first thing a prospective buyer or tenant reads — and it sets the entire frame for how they perceive the opportunity. These prompts write marketing summaries that lead with the story, not the spec sheet, and narrative sections for Broker Opinions of Value.
6. Property Listing Summary for a Marketing Flyer
Write a compelling property summary for a marketing flyer or OM that sells the opportunity, not just the specs.
Write a property listing summary for a commercial real estate marketing flyer or offering memorandum. Property: [ADDRESS AND PROPERTY TYPE — e.g. "42,000 SF Class A office building," "15,000 SF retail pad site"]. Asking price or lease rate: [$AMOUNT — or "available upon request"]. Key property attributes: [LIST SPECIFIC DETAILS — square footage, floors, clear heights, loading, parking ratio, HVAC, year built, recent renovations, etc.]. Location highlights: [DESCRIBE — proximity to major roads, transit, amenities, submarket dynamics]. Ideal tenant or buyer profile: [DESCRIBE — who should be interested in this]. Unique selling points: [LIST 2–3 — the things about this property that make it genuinely stand out]. Write a property summary with: (1) A compelling headline (under 15 words — not just the address), (2) A 3-sentence property overview that leads with the most compelling aspect, (3) A bulleted spec sheet — key building specifications, (4) A 2-sentence location description, (5) A brief "ideal for" statement that speaks to the target buyer or tenant. Under 300 words total. Tone: professional and compelling — a good property summary should make the right buyer or tenant want to call immediately.7. Broker Opinion of Value (BOV) Summary
Write the narrative sections of a Broker Opinion of Value that contextualizes the market data and supports the valuation.
Write the narrative sections of a Broker Opinion of Value (BOV) for the following property. Property: [ADDRESS AND TYPE]. Owner / client: [NAME]. Purpose: [E.G. "to support a disposition decision," "for internal review," "to support financing"]. Key valuation inputs: Comparable sales data: [SUMMARIZE — 3–5 comps with address, sale price, PSF, cap rate, and brief notes]. Comparable lease data (if applicable): [SUMMARIZE — current market rents PSF, vacancy rates, absorption trends]. Valuation conclusion: [$RANGE — your supported value range]. Write narrative sections for: (1) Market overview — 2–3 paragraphs on the relevant submarket's current conditions, key demand drivers, and any notable trends affecting value. (2) Subject property analysis — a 2-paragraph assessment of the property's position relative to the comparable set: strengths, weaknesses, and what drives the value conclusion. (3) Valuation conclusion — 1 paragraph that summarizes the methodology and states the value range with supporting logic. Under 400 words total. Tone: analytical and credible — the BOV narrative should make the value conclusion feel well-supported, not just asserted.Section 4: Market Analysis Reports (Prompts 8–9)
Market expertise is one of the most powerful differentiators for a commercial broker — and market reports are how you demonstrate it systematically. These prompts turn raw market data into quarterly submarket updates and site selection analyses that clients find genuinely useful.
8. Submarket Market Update for a Client
Write a quarterly submarket update that positions you as a market expert and keeps clients engaged.
Write a commercial real estate submarket market update to send to a client or prospect. Your firm: [NAME]. Recipient: [CLIENT TYPE — e.g. "an institutional office landlord," "an investor exploring industrial acquisitions in this market"]. Submarket: [NAME AND CITY / REGION]. Property type: [OFFICE / INDUSTRIAL / RETAIL / MULTIFAMILY]. Reporting period: [Q1/Q2/Q3/Q4 YEAR]. Key market data: [PROVIDE THE DATA — e.g. "overall vacancy: [X]%," "asking rents: $[X] PSF NNN," "net absorption: [X] SF," "YTD deal activity: [NUMBER OF TRANSACTIONS, TOTAL SF / $ VOLUME]," "new supply under construction: [SF]"]. Notable deals or market events this quarter: [DESCRIBE 2–3 TRANSACTIONS OR TRENDS]. Your market read: [YOUR PERSPECTIVE — what does this data mean? Where is the market heading?]. Write a market update with: (1) A headline data summary — the 3 numbers that tell the story of this market this quarter, (2) A 2-paragraph narrative of what happened and why, (3) 1–2 notable transactions or trends worth highlighting, (4) Your outlook — what this means for the next 1–2 quarters. Under 350 words. Tone: authoritative and analytical — market updates are relationship tools; they build credibility with every send.9. Market Analysis for a Tenant Site Selection
Write a market analysis comparing submarkets for a tenant considering multiple location options.
Write a market analysis for a commercial tenant evaluating multiple submarket options for a new location. Client: [COMPANY NAME AND BRIEF DESCRIPTION]. Space requirement: [SF, TYPE, CONFIGURATION NEEDS]. Submarkets under consideration: [LIST 2–3 — with city and brief description of each]. Evaluation criteria from the client brief: [LIST — e.g. "proximity to workforce," "access to transit," "availability of [SF] blocks," "asking rent PSF," "proximity to [CLIENT'S CUSTOMER BASE OR SUPPLIER]"]. Key data for each submarket: [PROVIDE FOR EACH — available options, asking rents, vacancy, access to transportation, notable tenants, pros and cons]. Write a market analysis with: (1) An executive summary — which submarket best meets the client's criteria and why (1 paragraph), (2) A side-by-side comparison table — each submarket across the 4–5 key criteria, (3) A narrative assessment of each submarket (1–2 paragraphs per market), (4) A recommended shortlist of 2–3 specific properties to tour — with brief rationale for each. Under 500 words. Tone: advisory and clear — this analysis should help the client make a decision, not just give them more information to evaluate.Section 5: Client Pitch Decks (Prompts 10–11)
Winning listing assignments and tenant rep mandates starts with a pitch that demonstrates you understand the client's situation, know the market, and have a specific plan. These prompts outline investment sale and tenant rep pitches that win assignments.
10. Client Pitch Deck Outline — Investment Sale
Structure a pitch deck for an investment sale listing that wins the assignment.
Create a pitch deck outline for a commercial real estate investment sale listing assignment. Property: [ADDRESS AND TYPE]. Owner / prospective client: [NAME AND CONTEXT — e.g. "an institutional investor looking to dispose of a non-core asset"]. Your firm: [NAME]. Key competitors pitching for the assignment: [IF KNOWN — what you're up against]. What makes your firm the right choice: [SPECIFIC — local market knowledge, relevant transaction history, team, relationships, marketing platform]. Your pricing recommendation: [RANGE — and key inputs]. Your marketing strategy: [DESCRIBE YOUR APPROACH — how you'll find the buyer]. Write a pitch deck outline with slide titles and 3–5 bullet points of content for each slide: (1) The Opportunity — why this asset and why now, (2) Our Team — relevant credentials and local market context, (3) Market Overview — current conditions and how they support the pricing, (4) Our Valuation — your recommended pricing with supporting comps, (5) Our Marketing Strategy — who the buyer is and how you'll reach them, (6) Transaction Timeline — from assignment to close, (7) Why Us — the 3 most compelling reasons to award the assignment to your firm. Under 400 words total. Tone: confident and specific — pitch decks win assignments when they demonstrate that you know this market, this asset, and this buyer universe.11. Client Pitch Deck Outline — Tenant Rep
Structure a pitch deck for a tenant representation assignment that wins the exclusive.
Create a pitch deck outline for a commercial real estate tenant representation assignment. Client company: [NAME AND BRIEF DESCRIPTION]. Space need: [SIZE, TYPE, TIMELINE — e.g. "25,000–35,000 SF of Class A office space, need to occupy within 18 months"]. Your firm: [NAME]. Assignment type: [EXCLUSIVE TENANT REP / OPEN LISTING]. Key value you bring: [SPECIFIC — local market intelligence, financial analysis capabilities, landlord relationships, transaction volume, dedicated team]. Write a pitch deck outline with slide titles and 3–5 bullet points of content for each slide: (1) Understanding Your Needs — what you heard and what it means for the search, (2) The Market Today — current conditions in the target submarket and what they mean for the client's leverage and timeline, (3) Our Process — the 6–8 step tenant rep process from kickoff to occupancy, (4) Relevant Transaction Experience — 3 comparable transactions your team has completed with comparable tenants in this market, (5) Our Team — key people who will work on this assignment, (6) Next Steps — what happens if they engage you today. Under 400 words total. Tone: advisory and confident — tenant rep pitches should demonstrate that you understand the client's business, not just the real estate.Section 6: Follow-Up Sequences (Prompt 12)
Most commercial deals don't close after one tour. The brokers who close the most are the ones who follow up consistently with value — not just check-ins. This prompt writes a three-email post-tour sequence that adds something useful at each step.
12. Post-Tour Follow-Up Sequence (3 Emails)
Write a three-email post-tour follow-up sequence that keeps momentum without being pushy.
Write a 3-email follow-up sequence for a prospective tenant or buyer after a property tour. Your name and firm: [NAME AND FIRM]. Property toured: [ADDRESS AND TYPE]. Prospect: [COMPANY NAME AND CONTACT]. What happened at the tour: [BRIEF — what they responded positively to, any concerns raised, their overall level of interest]. Competing options they mentioned (if any): [DESCRIBE]. Your ask: [WHAT YOU WANT THEM TO DO NEXT — e.g. "submit an LOI," "come back for a second tour," "share their space program so we can model the economics"]. Email 1 (same day or next day): Thank them for their time. Reference one specific thing they reacted positively to. Confirm the next step and set a deadline. Email 2 (3–4 days later if no response): Provide a new piece of value — a comparable transaction, a market insight, or an answer to a concern they raised. Don't just "check in." Restate the next step. Email 3 (7–10 days after the tour): Direct and brief. Ask for a yes or no. Make it easy to decline — a clear no is better than silence. For each email: subject line, under 125 words, clear CTA. Tone: professional and persistent without being pushy.Get all 38 prompts
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Get 54 automation templates for real estate workflows — $29 →The commercial brokers who close the most deals are the ones who communicate the most effectively — from the first outreach email through to the final lease execution. These prompts support the written layer of every major touchpoint in a CRE transaction so you can direct your time toward the relationships and judgments that AI can't replicate. For related workflows, see our guide to ChatGPT prompts for real estate agents and our post on ChatGPT prompts for financial advisors.