Tracks/Track 10 — AI Due Diligence/N10-4
Track 10 — AI Due Diligence

N10-4: AI Team Assessment

Evaluating the talent, structure, and retention risk of an AI engineering team during diligence.

3 Lessons~45 min

🎯 What You'll Learn

  • Assess ML team depth
  • Evaluate key-person risk
  • Calculate replacement costs
  • Identify talent retention risks
Free Preview — Lesson 1
1

Lesson 1: ML Talent Depth Analysis

A single ML researcher does not make an AI company. Evaluate: How many people can train models (not just fine-tune)? How many understand the full pipeline (data → training → evaluation → deployment)? How many are interchangeable? If the answer to any is "one person," you have a critical key-person dependency.

Training Depth

Number of engineers who can independently train and evaluate models.

Minimum viable: 3+ for any production AI system
Pipeline Coverage

How many people understand the complete ML pipeline end-to-end?

Single-person pipeline coverage = existential risk
Knowledge Distribution

Is model architecture knowledge documented, or only in one person's head?

Undocumented = key-person dependency
📝 Exercise

Map your AI team's capabilities: who can train, who can deploy, who can evaluate. Identify single-person dependencies.

2

Lesson 2: Key-Person Risk Quantification

For each key ML person, calculate: (1) Replacement time (6-12 months to recruit a senior ML engineer), (2) Knowledge transfer time (3-6 months for the new person to reach full context), (3) Revenue at risk if they leave (all AI features dependent on their expertise). The total key-person exposure is the sum across all key individuals.

Replacement Time

Senior ML engineers: 6-12 months to find and close.

Market is extremely competitive for top-tier ML talent
Context Transfer

New hire needs 3-6 months to understand the proprietary model architecture.

Longer if documentation is poor or absent
Revenue Exposure

Sum of ARR that depends on features only this person can maintain.

If they leave, can the features continue operating?
📝 Exercise

Calculate the key-person risk exposure for your 3 most critical ML engineers. Total the revenue at risk.

3

Lesson 3: Retention Risk Assessment

AI talent retention follows different economics: ML engineers are 2-3x more expensive to replace than average engineers, they have near-zero unemployment, and they are being aggressively recruited. Retention signals to evaluate: equity vesting schedules (cliff or continuous?), comp vs market rate (within 10%?), and publication/conference participation (is the team intellectually stimulated?).

Comp Competitiveness

Total comp within 10% of market rate for their level and location.

Below market = flight risk. >20% below = imminent departure
Vesting Cliff

When the next major equity vesting event occurs.

Engineers are 3x more likely to leave after a cliff
Intellectual Satisfaction

Are ML engineers publishing, attending conferences, working on interesting problems?

Bored ML engineers leave regardless of compensation
📝 Exercise

Assess retention risk for your AI team: comp competitiveness, vesting schedules, and intellectual satisfaction. Grade each risk.

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Module Syllabus

Lesson 1: Lesson 1: ML Talent Depth Analysis

A single ML researcher does not make an AI company. Evaluate: How many people can train models (not just fine-tune)? How many understand the full pipeline (data → training → evaluation → deployment)? How many are interchangeable? If the answer to any is "one person," you have a critical key-person dependency.

15 MIN

Lesson 2: Lesson 2: Key-Person Risk Quantification

For each key ML person, calculate: (1) Replacement time (6-12 months to recruit a senior ML engineer), (2) Knowledge transfer time (3-6 months for the new person to reach full context), (3) Revenue at risk if they leave (all AI features dependent on their expertise). The total key-person exposure is the sum across all key individuals.

20 MIN

Lesson 3: Lesson 3: Retention Risk Assessment

AI talent retention follows different economics: ML engineers are 2-3x more expensive to replace than average engineers, they have near-zero unemployment, and they are being aggressively recruited. Retention signals to evaluate: equity vesting schedules (cliff or continuous?), comp vs market rate (within 10%?), and publication/conference participation (is the team intellectually stimulated?).

25 MIN
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