# Cim Red Flag Reviewer

> Read a sell-side CIM the way a sharp buyer's MD reads it — surfacing quality-of-earnings risks, narrative gaps, and unsupported claims. Use on the buy-side when evaluating a teaser or CIM, on the sell-side as a pre-launch stress test, or when preparing IOI / LOI logic. Built around quality-of-earnings, concentration, sustainability, working capital and capex realism, and narrative pressure-testing.

- Skill: `andreworia/cim-red-flag-reviewer` (Agent Skill)
- Install (CLI): `npx skillmds@latest add andreworia/cim-red-flag-reviewer`
- Raw SKILL.md: https://api.skillmd.com/api/skills/andreworia/cim-red-flag-reviewer/raw
- Safety review: pending
- Works with: Claude Code, Claude.ai, OpenAI Codex
- Category: Coding & Dev Tools
- Author: andreworia (https://skillmd.com/u/andreworia)
- Updated: 2026-09-17
- Page: https://skillmd.com/skills/andreworia/cim-red-flag-reviewer

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# CIM Red-Flag Reviewer

## Purpose

Surface the issues a CIM is designed to softly de-emphasize — quality-of-earnings risks, customer concentration realities, margin sustainability questions, working capital and capex realism, narrative-vs-evidence gaps — before they show up in management diligence, QofE, or worst, post-close.

The output is not a critique of the CIM. It is a working risk register that informs an IOI / LOI structure on the buy-side or a pre-launch CIM tightening on the sell-side.

## Governing Principle

**Every CIM is a sales document. Read it as a sales document, not as a description.**

Sell-side advisors are paid to present the business at its best. A buyer who reads the CIM at face value is reading the answer; a sharp buyer reads the CIM looking for what the answer is leaving out.

## The Seven Risk Areas Every CIM Review Must Cover

A CIM review is structurally incomplete if any of these are missing. Each area maps to the diligence questions that surface 6 weeks later if not addressed at LOI.

1. **Quality of earnings** — what is reported EBITDA vs. economic EBITDA
2. **Revenue quality** — recurring vs. project, contract tenor, churn, pricing sustainability
3. **Customer and supplier concentration** — top-N exposure and contract status
4. **Margin sustainability** — is the run-rate margin defensible across cycle and inflation
5. **Working capital and capex realism** — has cash conversion been propped up at the expense of the balance sheet
6. **Management and governance** — depth, incentive alignment, retention risk
7. **Narrative vs. evidence** — claims in the body that aren't supported by the financials in the back

## Workflow

### Step 1 — Reconcile reported EBITDA to economic EBITDA

The CIM will present "adjusted EBITDA" with a bridge from GAAP / IFRS reported. Re-read the bridge with skepticism:

- **One-time items that recur:** "non-recurring" restructuring, "transaction costs," "M&A integration costs" that appear in every year of the historical period
- **Owner / sponsor-specific add-backs:** management fees, sponsor monitoring fees, founder compensation above market, related-party transactions
- **Stock-based compensation:** is it added back? In a buyer's hands, SBC is a real cost and should not be normalized away
- **Lease normalization:** post-IFRS 16 / ASC 842 mechanics can be presented inconsistently — check whether EBITDA is pre-rent or post-rent and whether peer comparison is on the same basis
- **Pro forma adjustments:** acquired-business EBITDA presented on a full-year basis when the business was only owned for a partial year, run-rate cost synergies presented as historical
- **Capitalized costs:** are operating costs being capitalized (development costs, customer acquisition costs) in ways that inflate EBITDA
- **Revenue recognition aggressiveness:** percentage-of-completion timing, deferred revenue recognition acceleration

Build the "economic EBITDA" bridge: reported → CIM-adjusted → economically-adjusted. The third column is the number a buyer should underwrite.

The gap between CIM-adjusted and economically-adjusted is the single most important number in the review. It often runs 10–25% of the headline.

### Step 2 — Stress-test the revenue quality

For the revenue narrative in the CIM, build an evidence file:

- **Recurring vs. project mix:** the CIM will emphasize the recurring share. What is contractual vs. behavioral recurring? Contractual recurring is renewable revenue under a multi-year contract; behavioral recurring is a customer who has bought repeatedly but is under no contractual obligation.
- **Contract tenor distribution:** when does the recurring book reset? If 40% of "recurring" revenue is up for renewal in the next 12 months, the renewal cycle is a material event the CIM may not flag.
- **Net revenue retention / gross retention:** what is the disclosed figure, and how is it calculated? Different definitions produce dramatically different numbers.
- **Customer cohort behavior:** are newer cohorts retaining as well as older ones? Cohort decay is the single best leading indicator of revenue quality erosion.
- **Pricing power:** has the company taken price increases? Have they stuck? What does post-increase churn look like?
- **Revenue growth decomposition:** is reported growth driven by price, volume, mix, or acquisition? Acquisition-driven growth in a pro-forma'd CIM should be backed out for organic comparison.

A CIM that says "highly recurring" without a contractual definition, contract tenor distribution, and cohort retention curve is presenting the story without the evidence.

### Step 3 — Map customer and supplier concentration

The CIM will state the top-10 customer concentration, often with a comforting statistic ("no single customer over 10%"). Look harder:

- **Top customer % over time:** if the top customer was 12% three years ago and is 8% now, that may reflect a deteriorating relationship rather than diversification
- **Logo concentration vs. revenue concentration:** are the top 10 logos really 10 separate decision-makers, or are several in the same enterprise / fund / sponsor portfolio?
- **Contract renewal cliffs:** when do the top 5 customers' contracts expire? Are any in active RFP or renewal discussion?
- **Customer overlap with competitors:** are the top customers actively buying from direct competitors? What share of wallet is the company holding?
- **Supplier concentration:** input cost exposure, switching cost, supplier financial health
- **Geographic concentration:** revenue by country, regulatory or currency exposure
- **Channel concentration:** is one distributor or platform partner an effective single point of failure?

For private companies, customer names are often anonymized in the CIM. Map back to identity through public references, case studies, press releases, and the seller's website to assess true concentration.

### Step 4 — Stress-test margin sustainability

A CIM showing margin expansion needs scrutiny on whether the expansion is structural or cyclical:

- **Margin trajectory:** five-year gross margin, EBITDA margin, EBIT margin trends — are they expanding, flat, or being held up by mix shift?
- **Mix vs. operating leverage:** is margin expansion coming from a richer mix (higher-margin products growing faster) or from true operating leverage (the same products at higher volume)?
- **Pricing vs. cost:** is margin expansion the result of price increases that may face customer pushback in the next cycle?
- **Inflation absorption:** has the company passed through input cost inflation, and what is its labor cost trajectory?
- **Capacity utilization:** is the company running near capacity, and what is the incremental margin once new capacity is needed?
- **Investment normalization:** has discretionary investment (R&D, sales, brand) been temporarily compressed in a way that inflates current margin?

Flag any margin claim that depends on a single dynamic (a recent price increase, a one-time mix shift, a temporary input cost benefit). Those don't persist.

### Step 5 — Audit working capital and capex realism

A CIM will present strong cash conversion. The balance sheet tells whether it is real:

- **Working capital intensity over time:** NWC / revenue trend. If it is dropping, is that operating discipline or vendor financing / customer pre-payment that won't persist?
- **Days sales outstanding / days payable outstanding / days inventory outstanding:** structural changes vs. timing
- **Capex vs. depreciation:** if capex has been below D&A for several years, the asset base is aging and replacement capex is coming
- **Maintenance vs. growth capex split:** the CIM will categorize aggressively toward "growth"; reality often differs
- **Deferred capex (capex backlog):** maintenance deferrals, IT system replacements, facility upgrades that have been pushed and will eventually land
- **Capitalized R&D / capitalized software:** is this growth investment (legitimate) or operating cost classification (suspect)?
- **Lease vs. own:** has the company been selling assets and leasing back to reduce balance sheet, with the rent expense suppressed below historical depreciation?

A business that has consistently underspent on capex relative to D&A has a "free cash flow" number that includes a hidden balance-sheet draw. Adjust accordingly.

### Step 6 — Read management depth and incentives

The management section will profile the CEO and CFO. Read what is missing:

- **Bench depth:** are there named successors, deputies, and a documented org chart, or is the CIM relying on the top two names?
- **Founder dependency:** is the founder still operationally critical? Is the business survivable without them?
- **Recent management changes:** any senior departures in the last 18 months? Recent CFO change is a particular signal.
- **Retention and incentives:** what does the management team own? Will the deal economics retain or release them?
- **Single-point-of-knowledge risk:** is institutional knowledge concentrated in a small number of individuals (top engineer, top salesperson, key relationship manager)?
- **Governance under sponsor ownership:** has board / management dynamic produced sound capital allocation and operating discipline, or is the business under-invested?

For sponsor-owned targets, also assess whether the current CEO is a "build" CEO or a "scale" CEO — and whether the buyer's case requires a different profile.

### Step 7 — Compare narrative claims to financial evidence

Walk the CIM section by section and identify every confident claim. For each, test whether the financial evidence supports it:

- "Market-leading position" → what is the share number, and is the source independent or self-reported?
- "High customer loyalty" → what is the gross retention rate, and how is it defined?
- "Highly scalable model" → what is the incremental margin in the most recent period, and does it match the long-run claim?
- "Significant pricing power" → has the company taken price recently, and what was the volume response?
- "Differentiated product" → what is the win rate in competitive deals, and is it disclosed?
- "Limited capex requirement" → what is capex / revenue over the cycle, including catch-up periods?
- "Margin expansion ahead" → what is the specific lever, and how much of it is already in the historical trend vs. promised?

Every unsupported claim is a question that should be asked in management diligence — and a sentence the LOI should not rely on.

### Step 8 — Produce the red-flag memo

The deliverable is a tight memo, not a markup of the CIM. Structure:

- **Executive summary:** the 3–5 most material issues, each with a number attached (e.g., "Economic EBITDA is approximately $X below CIM-adjusted EBITDA")
- **Quality-of-earnings register:** itemized adjustments with rationale
- **Concentration risk summary:** customer, supplier, geography, channel
- **Sustainability risk summary:** margin, growth, capital intensity
- **Diligence questions list:** the specific questions that need to be answered in management meetings and confirmatory diligence
- **LOI / IOI structuring implications:** which issues should be reflected in price, structure (escrow, earnout), or conditionality

The memo should be readable in 15 minutes and should change the buyer's bid logic.

## Hypotheses to Pressure-Test

1. **"The 'recurring' revenue is more behavioral than contractual."** What share of recurring is under multi-year contract vs. quarter-to-quarter buying?
2. **"The margin expansion is cyclical, not structural."** Is the recent margin lift driven by pricing, mix, or operating leverage that will reverse?
3. **"The capex line understates the real reinvestment need."** What does the asset base look like, and what is the deferred maintenance backlog?
4. **"The customer concentration is worse than disclosed."** Are several 'separate' top customers actually the same end-buyer, sponsor portfolio, or procurement decision?
5. **"The management team is shallower than the CIM suggests."** Who is named below the top two, and what is the actual succession plan?
6. **"The growth narrative depends on a single dynamic."** Strip out the named tailwind — what does the underlying growth look like?

## Quality Checks Before Sharing

- [ ] Reported EBITDA bridge rebuilt to economic EBITDA, with the gap quantified
- [ ] Every CIM add-back evaluated and either accepted, rejected, or partially adjusted with reasoning
- [ ] Revenue mix analyzed by recurring/non-recurring, with contractual vs. behavioral distinction
- [ ] Contract tenor distribution and renewal cliffs identified
- [ ] Customer concentration tested beyond the headline top-10 (logo concentration, end-buyer concentration, renewal cliffs)
- [ ] Margin expansion sources identified as structural, cyclical, or one-time
- [ ] Working capital trend analyzed with NWC / revenue and DSO/DPO/DIO breakouts
- [ ] Capex vs. D&A reconciled, with maintenance vs. growth split tested
- [ ] Management depth, single-point-of-knowledge, and retention risks documented
- [ ] Every major narrative claim mapped to supporting (or missing) financial evidence
- [ ] Diligence questions list produced for management meeting and confirmatory diligence
- [ ] Implications for IOI / LOI pricing, structure, and conditionality stated explicitly

## Common Failure Modes

- **Accepting the EBITDA bridge.** Adopting every CIM add-back. The economic EBITDA gap is the single biggest source of post-LOI valuation reset.
- **Top-10 concentration as final word.** Stopping at the headline customer concentration statistic without testing logo identity, contract tenor, or renewal status.
- **Margin trend without decomposition.** Praising recent margin expansion without identifying whether it is structural or cyclical.
- **Capex acceptance.** Treating disclosed maintenance capex as the real maintenance requirement when the asset base is aging.
- **Management section as a profile.** Reading the management bios as fact rather than as a marketing piece that conceals bench depth issues.
- **Narrative review without evidence test.** Highlighting strong CIM claims without checking whether the financial supplement contains the supporting data.
- **No tie back to LOI structure.** Producing a long risk register that doesn't translate into bid price, escrow, earnout, or conditionality. The point of the review is to change the bid logic, not to file the issues.

## Deliverable

A red-flag memo with an executive summary of the 3–5 most material issues, a quality-of-earnings register with economic EBITDA quantified, concentration and sustainability risk summaries, a diligence questions list for management meetings and confirmatory diligence, and an explicit set of implications for IOI / LOI pricing, structure, and conditionality.

