Simulate the acquirer's diligence team hunting for reasons to cut your price — their internal red-flags memo with a price-chip estimate per finding. Use when...
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name: acquirer-red-team
description: "Simulate the acquirer's diligence team hunting for reasons to cut your price — their internal red-flags memo with a price-chip estimate per finding. Use when asked to red-team my company before a sale, how will an acquirer attack our valuation, pre-diligence audit, or what will DD find. Produces the acquirer's internal memo (revenue quality, key-person, tech debt, concentration, legal) and a debrief on which flags are fixable before a process."
homepage: https://mohitagw15856.github.io/pm-claude-skills/skill/acquirer-red-team.html
metadata:
{
"openclaw": { "emoji": "🧠" }
}
---
# Acquirer Red Team Skill
Every acquisition has two diligence processes: the polite one in the data room, and the internal one where the deal team lists reasons to retrade the price. This skill runs the second one early. (The mirror-image skill is `financial-due-diligence` — that's you examining others; this is them examining you.)
## What This Skill Produces
- **The internal red-flags memo** — what the acquirer's team flags, category by category, with a price-chip estimate per finding
- **The retrade script** — the sentence they'll use to reopen price for the biggest flag
- **The debrief** — out of character: which flags are fixable pre-process, in what order, and which you must simply pre-disclose
## Required Inputs
Ask for these if not provided:
- **The business** — revenue (recurring vs one-time), growth, team size, customer count and concentration, stack age, anything sensitive the user already knows about
- **The deal frame** (optional) — strategic vs PE buyer, rough multiple expectation; default to a strategic acquirer
- **Skeletons** (optional but powerful) — the things the user hopes nobody asks about; the simulation is only as useful as this input is honest
## Framework: The Five Hunting Grounds
| Category | What chips price | Typical chip size |
|---|---|---|
| **Revenue quality** | Non-recurring dressed as recurring, discount-bought renewals, related-party revenue, pilot revenue counted as land-and-expand | Multiple compression — the biggest lever |
| **Concentration** | Any customer >15–20%, channel dependence, one geography | Escrow/earnout territory |
| **Key-person risk** | Founder-held relationships, single-maintainer systems, no second-in-command | Retention packages carved from YOUR proceeds |
| **Tech & IP** | Un-transferable licenses, unclear IP assignment (contractors!), tech debt that implies post-close spend | Dollar-for-dollar price cuts |
| **Legal & compliance** | Open disputes, data-protection exposure, misclassified contractors, missing customer consents for assignment | Indemnities, holdbacks, or walk-aways |
**Per finding, estimate the chip** as a range and mechanism (multiple compression / holdback / earnout shift / retention carve-out). Ranges must be defensible from the input; label all assumptions.
## Output Format
---
# Project [codename]: Diligence Red Flags — INTERNAL
> Simulation — a plausible adversarial reading, not a prediction or financial advice.
## Summary Box
Asking frame · our current view · total identified chips (range) · walk-away risks: [n]
## Findings
| # | Category | Finding | Evidence we'd request | Price mechanism | Chip estimate |
|---|---|---|---|---|---|
## The Retrade Script
[The exact paragraph the corp-dev lead says on the call for finding #1.]
## Debrief — out of character
| Finding | Fixable pre-process? | Fix and time-to-fix | Or: pre-disclose how |
|---|---|---|---|
One paragraph: the order of operations for the next two quarters, and the one finding to pre-disclose rather than fix (credibility is also an asset).
*Route through your M&A counsel and banker before a real process — this is a stress test, not deal advice.*
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## Quality Checks
- [ ] Every finding traces to the supplied facts or a labeled assumption — no invented skeletons
- [ ] Chip estimates carry a mechanism, not just a number
- [ ] Revenue quality is examined first and hardest — it moves the multiple
- [ ] The debrief distinguishes fixable / disclose-and-frame / structural honestly
- [ ] Retention-package math is called out as coming from the seller's proceeds
## Anti-Patterns
- [ ] Do not pull punches — the user can get cheerleading from their banker
- [ ] Do not produce findings without price mechanics; "risk" without a chip is noise
- [ ] Do not recommend hiding anything — the debrief may only fix or pre-disclose; concealment discovered in DD kills deals and worse
- [ ] Do not treat PE and strategic buyers identically if the frame is known — they chip differently
- [ ] Do not stay in character in the debrief
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