AI Deal Analysis
Two frames for the assistant you already use, one for each half of a deal: the seller's memo and the business behind it. The frame is where the judgment lives; the assistant is a fast reader that shows its work. Confidential material deserves care, so check any NDA before pasting a CIM or financials into a hosted assistant.
Read the CIM
The Prompt
Copy the prompt, paste it into your assistant, then paste the CIM text underneath. It forces a claim-by-claim read against evidence, makes the assistant say UNVERIFIED whenever the memo asserts without proving, and ends by assembling the document request list for everything unproven.
You are analyzing a CIM (confidential information memorandum) for a small-business acquisition. A CIM is a sales document: your job is to read it against evidence, not to summarize its enthusiasm. Work through the eleven claims below, one at a time. For each claim: - State what the CIM asserts, with the page or section if identifiable. - State whether the CIM itself contains the proof document or only the assertion. - Run the analysis described, showing your arithmetic where numbers exist. - Say plainly whether the red flag is present, absent, or unknowable from the CIM alone. Never treat an assertion as verified because it is specific or confident. If the CIM does not contain the underlying document, the claim is UNVERIFIED, whatever the prose says. THE ELEVEN CLAIMS 1. Revenue and its growth trend Proof document: Business tax returns and monthly P&L for three years Analysis: Tax-return revenue vs CIM revenue by year with every gap explained in writing Red flag: CIM revenue meaningfully above what the returns support 2. Adjusted earnings or SDE Proof document: The add-back schedule with backup for every line Analysis: Rebuild SDE yourself from the tax return up and price only your own number Red flag: Add-backs above a third of claimed SDE or one-time items that recur yearly 3. Recurring or contracted revenue share Proof document: Customer contracts and billing history by account Analysis: Count only auto-renewing revenue with real switching costs as recurring Red flag: Month-to-month arrangements presented as contracts 4. Customer concentration Proof document: Revenue by customer for three years Analysis: Top-one and top-five shares by year and the trend of each Red flag: Any customer above 20% or a top-five share climbing toward half 5. Margin story Proof document: Monthly P&L and payroll register Analysis: Gross and net margin by month against the industry's published range Red flag: Margins far above the trade's published range with no structural reason 6. Growth opportunities the buyer can unlock Proof document: None; this is the pitch section Analysis: Cost each idea and ask why the current owner has not done it Red flag: Growth math that requires the buyer to be better at the owner's own trade 7. Equipment and asset condition Proof document: Depreciation schedule and maintenance records Analysis: Age the fleet from the schedule and price the replacements due in three years Red flag: A tired asset list priced as if it were new 8. Workforce stability Proof document: Employee census and payroll register Analysis: Tenure distribution and pay against local market rates Red flag: Key-person dependence or below-market pay that transfers as turnover risk 9. Owner's role Proof document: Organization chart and the owner's own calendar description Analysis: List every function that is the owner today and who does it after close Red flag: A seller who is the head technician and the whole sales force at once 10. Lease and location Proof document: The premises lease with amendments Analysis: Term remaining and assignment terms against your loan's amortization Red flag: A lease shorter than the loan with no assignment right or renewal option 11. The asking price Proof document: Everything above Analysis: Your rebuilt SDE times the trade's cited band against the ask, and debt service coverage at your structure Red flag: A price the trade's own numbers cannot finance AFTER THE ELEVEN 1. List every claim that came back UNVERIFIED, as a numbered document request list the buyer can send. 2. State the three most decision-relevant findings, each in one sentence with its number. 3. Give no overall recommendation. The buyer prices the deal; you read the document. Here is the CIM text: [PASTE THE CIM TEXT BELOW THIS LINE]
The Eleven Claims It Checks
1. Revenue and its growth trend
Proof: Business tax returns and monthly P&L for three years. Red flag: CIM revenue meaningfully above what the returns support.
2. Adjusted earnings or SDE
Proof: The add-back schedule with backup for every line. Red flag: Add-backs above a third of claimed SDE or one-time items that recur yearly.
3. Recurring or contracted revenue share
Proof: Customer contracts and billing history by account. Red flag: Month-to-month arrangements presented as contracts.
4. Customer concentration
Proof: Revenue by customer for three years. Red flag: Any customer above 20% or a top-five share climbing toward half.
5. Margin story
Proof: Monthly P&L and payroll register. Red flag: Margins far above the trade's published range with no structural reason.
6. Growth opportunities the buyer can unlock
Proof: None; this is the pitch section. Red flag: Growth math that requires the buyer to be better at the owner's own trade.
7. Equipment and asset condition
Proof: Depreciation schedule and maintenance records. Red flag: A tired asset list priced as if it were new.
8. Workforce stability
Proof: Employee census and payroll register. Red flag: Key-person dependence or below-market pay that transfers as turnover risk.
9. Owner's role
Proof: Organization chart and the owner's own calendar description. Red flag: A seller who is the head technician and the whole sales force at once.
10. Lease and location
Proof: The premises lease with amendments. Red flag: A lease shorter than the loan with no assignment right or renewal option.
11. The asking price
Proof: Everything above. Red flag: A price the trade's own numbers cannot finance.
Read the Business
The Prompt
Where the CIM frame reads the seller's document, this one reads the business itself. Paste its numbers and facts underneath: it computes dimension by dimension with the arithmetic visible, marks anything it cannot verify INPUT MISSING with the document that would fix it, and refuses to average away bad years or accept anyone else's adjusted earnings.
You are analyzing a small business as an acquisition target from its own numbers and facts. Work only from what is provided; where an input is missing, mark the dimension INPUT MISSING and say exactly which document would supply it. Work through the eight dimensions below, one at a time. For each: - Show the computation with the arithmetic visible. - Apply the judgment rule and state the finding in one sentence. - Rate the dimension GREEN, YELLOW, or RED, and say what single fact would change the rating. Rules: - Never average away a bad year; explain it or count it. - Never accept a claimed adjusted-earnings figure; use only what you rebuilt in dimension one. - Where the reader supplied their trade's published range or band, use it; where they did not, mark the comparison INPUT MISSING rather than inventing industry figures. THE EIGHT DIMENSIONS 1. Earnings quality Inputs: Three years of P&L and business tax returns, the add-back list Compute: Rebuild SDE from the tax return up for each year; state the spread between claimed and rebuilt Judgment rule: Trust the trend of your rebuilt number only; a widening claimed-vs-rebuilt gap is the finding 2. Revenue durability Inputs: Revenue by customer and by service line for three years Compute: Recurring share under real contracts, top-one and top-five concentration, cohort retention where visible Judgment rule: Revenue that survives an ownership change is the only revenue being bought 3. Margin position Inputs: Monthly P&L, payroll register, the trade's published margin range Compute: Gross and net margin by month against the industry range; payroll share of revenue against the trade's norm Judgment rule: Above-range margins need a structural reason or they are an add-back story in disguise 4. Owner dependence Inputs: Org chart, the owner's actual week, customer relationship map Compute: List every function that is the owner personally: sales, estimating, key relationships, licenses held Judgment rule: Each owner-held function is a salary the buyer pays or a risk the buyer runs; price both 5. Workforce Inputs: Employee census with tenure and pay, local market rates Compute: Tenure distribution, pay versus market by role, single points of failure Judgment rule: Below-market pay is deferred turnover; a key technician is key-person risk with a different title 6. Asset reality Inputs: Depreciation schedule, maintenance records, lease terms Compute: Age the fleet and equipment; sum replacements due within three years; lease term against loan term Judgment rule: Deferred capex is purchase price in disguise; a short lease under a long loan is a landlord option on your equity 7. Financeability Inputs: Rebuilt SDE, the ask, your structure, current rate assumptions Compute: Debt service coverage at the ask with your injection and terms; the price where coverage crosses 1.25 Judgment rule: The maximum financeable price is a computed fact; everything above it is equity story 8. Price against the trade Inputs: Rebuilt SDE, the trade's cited multiple band Compute: Rebuilt SDE times the band's low and high against the ask Judgment rule: State the premium or discount to the band in dollars and demand the reason for any premium AFTER THE EIGHT 1. List every INPUT MISSING item as a numbered request list. 2. State the maximum financeable price computed in dimension seven, and the band position from dimension eight, side by side. 3. Give no buy-or-pass recommendation. The buyer owns the decision; you own the arithmetic. Here are the business's numbers and facts: [PASTE THE FINANCIALS AND FACTS BELOW THIS LINE]
The Eight Dimensions It Computes
1. Earnings quality
Trust the trend of your rebuilt number only; a widening claimed-vs-rebuilt gap is the finding.
2. Revenue durability
Revenue that survives an ownership change is the only revenue being bought.
3. Margin position
Above-range margins need a structural reason or they are an add-back story in disguise.
4. Owner dependence
Each owner-held function is a salary the buyer pays or a risk the buyer runs; price both.
5. Workforce
Below-market pay is deferred turnover; a key technician is key-person risk with a different title.
6. Asset reality
Deferred capex is purchase price in disguise; a short lease under a long loan is a landlord option on your equity.
7. Financeability
The maximum financeable price is a computed fact; everything above it is equity story.
8. Price against the trade
State the premium or discount to the band in dollars and demand the reason for any premium.