evalops

diligence-risk-burndown

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# Install this skill:
npx skills add evalops/open-associate-skills --skill "diligence-risk-burndown"

Install specific skill from multi-skill repository

# Description

Run diligence as a fast risk burn-down: build a ranked risk register (max 4), execute the fastest tests, and produce decision-changing evidence. Use when a deal advances past first meeting.

# SKILL.md


name: diligence-risk-burndown
description: "Run diligence as a fast risk burn-down: build a ranked risk register (max 4), execute the fastest tests, and produce decision-changing evidence. Use when a deal advances past first meeting."
license: Proprietary
compatibility: Works offline; improved with web access and customer calls; optional Salesforce logging.
metadata:
author: evalops
version: "0.2"


Diligence risk burn-down

When to use

Use this skill when:
- A company is past first meeting and needs structured diligence
- You need to answer "what could kill this?" quickly
- You need customer, product, GTM, and team evidence for an IC memo

Inputs you should request (only if missing)

  • Stage + round dynamics (lead? follow? timeline?)
  • A draft "must be true" list from the first meeting
  • Access to customer references (including churned / lost deals if possible)
  • Data room or key docs (deck, pipeline, financial model, product docs)

Outputs you must produce

1) Ranked risk register (MAX 4 RISKS - force prioritization)
2) Diligence plan (one fastest test per risk, time-boxed)
3) Evidence pack (notes + quotes + data)
4) Anti-confirmation evidence (required: churned customer or lost deal call, competitor validation)
5) Go/No-go recommendation with rationale

Templates:
- assets/risk-register.md
- assets/diligence-plan.md
- assets/customer-call-script.md
- assets/product-eval-checklist.md

Hard rules

Max 4 risks (non-negotiable)

  • If you have more than 4 risks, you haven't prioritized.
  • The discipline is choosing: what are the 4 things that would actually kill this deal?
  • Other concerns go in "watch list" but don't get active diligence time.

One fastest test per risk

  • For each risk, define the single fastest test that generates decision-changing evidence.
  • "More research" is not a test. A test has a clear pass/fail outcome.
  • Examples of fast tests:
  • 1 buyer call with a specific question
  • Pipeline inspection: stage aging, sources, cycle time
  • Hands-on product evaluation with a "blank sheet" re-explain test
  • Churned / lost prospect reference call

Time-box per test

  • Every test must have a deadline (hours or days, not weeks).
  • If you can't complete the test in the time-box, the risk is either not testable or you need a different test.

Evidence standard

  • For each risk, write: "What evidence would convince us this risk is manageable?"
  • And: "What evidence would kill the deal?"
  • Be specific. "Good retention" is not an evidence standard. "Net retention >110% with cohort data" is.

Procedure

1) Build the ranked risk register (MAX 4)

List risks in these buckets (pick the 4 that matter most):
- Market risk
- Product risk
- GTM risk
- Team risk
- Competitive/moat risk
- Deal/term risk (if relevant)

Rank by: decision impact x uncertainty.

Hard rule: If you can't name the top 4 ways this fails, you aren't diligencing yet.

2) Define the fastest falsification test for each risk

For each of the 4 risks, write:

Risk Evidence that increases conviction Evidence that kills Fastest test Time-box Owner
1. hours/days
2. hours/days
3. hours/days
4. hours/days

3) Run anti-confirmation diligence (REQUIRED)

At least one churned customer or lost deal call:
- If the company has churned customers, you must talk to one.
- If no churn yet, talk to a lost deal (prospect who didn't buy).
- If neither exists, document why and discount retention claims heavily.

At least one competitor/alternative validation:
- Talk to someone using a competitor or the "do nothing" alternative.
- Understand: why didn't they choose this company? What would change their mind?
- If you can't do this, explain why it's impossible and document the gap.

4) Run customer diligence (buyers first)

Do at least:
- 3 buyer calls (people who sign)
- 2 user calls (people who use daily)
- 1 "failed" call (lost deal, churn, or disqualified) - REQUIRED

On calls, capture:
- Trigger event
- Alternatives considered
- What would make them churn
- Expansion path and constraints
- Procurement/security blockers

5) Product diligence (can it survive reality?)

  • Request a live demo, then ask the founder to re-explain from scratch.
  • Ask for 2-3 hard examples where the product broke and how they fixed it.
  • Identify integration points and estimate real deployment cost.

6) GTM diligence (repeatability)

  • Validate ICP specificity (not "mid-market enterprises").
  • Validate cycle time and onboarding (time-to-value).
  • Validate pricing logic and unit economics by segment.

7) Team diligence (learning rate + decision rights)

  • Look for:
  • ability to change mind with evidence
  • clear ownership of GTM/product/eng
  • healthy conflict resolution

8) Competitive diligence (why incumbents don't win)

  • Identify:
  • direct competitors
  • incumbent "good enough" substitutes
  • internal build threat

Ask: "If an incumbent shipped a V1 in 6 months, what still makes you win?"

  • Ensure an Opportunity exists with a "Diligence" stage.
  • Log each reference call as an Activity and tag it (buyer/user/churn/lost-deal).
  • Create Tasks for diligence workstreams with owners and due dates.
  • Attach/record the risk register + evidence pack (as Notes or Files).

Use salesforce-crm-ops if you need API patterns.

Edge cases

  • If the process is rushed: focus only on top 2 risks and explicitly document what you did not validate.
  • If references are all friendly: insist on at least one "failed" reference; otherwise discount the signal.
  • If you can't get anti-confirmation evidence: document this as a major gap and flag it in the memo.

# Supported AI Coding Agents

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