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Due Diligence (commercial)

Commercial due diligence doesn't verify whether you've sold enough. It verifies whether you'll keep selling enough after whoever bought you stops watching.

In due diligence, a figure you can't prove is worth the same as a figure that doesn't exist.

Otto GTM Observatory

What actually gets scrutinized in your GTM

Whoever conducts commercial due diligence doesn't settle for the declared ARR figure: they ask for the cohort breakdown, concentration on the top 10 customers, 8-12 quarters of churn and NDR history, and the repeatability of the sales process net of the founder's personal relationships.

A company that arrives prepared for this exam already has a structured commercial data room: pipeline dashboards, written MQL/SQL/opportunity definitions, retention cohorts, standardized contracts. Whoever doesn't have this loses precious time exactly when time weighs most on the negotiation.

Anti-patterns

Common mistake: showing up to due diligence with metrics calculated ad hoc for the occasion, without a consistent history demonstrating how they were measured over time, raising doubts about their reliability.

Second mistake: hiding or downplaying customer concentration instead of addressing it openly with an already-underway diversification plan, which demonstrates risk awareness more than the mere absence of the problem.

Practical Application

A company arriving at a Series B round with churn data calculated only for the last two quarters, with no longer history, suffers a 15% valuation discount requested by investors as compensation for unquantifiable risk. A comparable company with 3 years of documented, verifiable NDR/GRR data by cohort closes the same round with no additional discount on the starting valuation.

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