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What makes a great Venture investor?

(An Internal Playbook for Analysts, Associates, and VPs)

1. The Core Ethos: Founder First

  • We are in a human servicing business.
  • Founders are our #1 priority — our role is to serve them. Every conversation, action, and process exists to make their journey smoother.

  • Empathy is non-negotiable.
  • Respect their time → be extremely prepared for every interaction. Treat every 30 minutes as sacred.

  • You are not the captain of the ship.
  • Founders drive decisions. Your role is to ask incisive, catalytic questions — not give prescriptive advice. Great investors provoke deeper thinking, not dictate.

Litmus Test Template:

✅ Did this conversation leave the founder clearer or more thoughtful than before?

❌ Did I waste their time or push my own agenda?

2. The Outlier Mindset: Optimism + Risk

  • Risk is the game. You will be wrong more often than right — but when right, you must be right big.
  • Optimism is a requirement. Look for reasons a company can win, not just why it might fail.
  • Outlier test (Paul Graham lens):
  • If this company achieves what it claims, how big can it get?

    If the answer is “massive,” you only need one reason to win.

Evaluation Template:

  • Bull case: What is the 1 compelling reason this company can be huge?
  • Bear case: What are the top 3 things that could kill it?
  • My job: Balance realism without killing optimism.

3. The Non-Operator Truth

  • You are not building the company.
  • Execution = 100% the founder’s job. Our role is enablement, pattern recognition, network leverage.

  • Be comfortable being “important but invisible.”
  • The work is theirs, the glory is theirs.

4. Beyond the Checklist

  • Venture is a “no-checklist” business. Passion and obsession matter more than process adherence.
  • The best investors go above and beyond — dinner at 9 PM, a Sunday pickleball game, a walk in the park. Not because they have to, but because they want to understand the founder as a whole human.

Above & Beyond Template:

  • Ask: What can I do for this founder today that’s not on any checklist?
  • Example: Introduce them to a potential customer, help edit a key email, send them an energizing note before a big pitch.

5. Curiosity + Context Switching

  • VC is perpetual context switching.
  • Morning = AI infra, Lunch = Agri-tech, Evening = D2C beauty.

  • You need a deep passion for variety and a student mindset.
  • Curiosity is your edge: learn fast, adapt faster.

6. The Edge Question: Why Should a Founder Talk to You?

  • Founders have infinite inbound; you must earn the right to their time.
  • Your edge could be:
    • Unparalleled hustle in customer connects.
    • The best content/podcast insights in the ecosystem.
    • Founder-to-founder network density.
    • Category-specific expertise.
  • Whatever it is — define it clearly and lean on it.

Personal Edge Template:

“I am the best person for founders to talk to because I can consistently help them with _______.”

7. Love for the Grind (Not Just the Glamour)

  • Talking to founders is energizing.
  • But the role also includes:
    • Deep industry research.
    • Long diligence calls.
    • Late-night memo writing.
    • CRM hygiene and tracking.
  • Great investors don’t tire of the unsexy parts.

Self-Check Template:

Do I still enjoy the work when it’s 3 hours into a diligence call or 100 rows deep in customer churn data?

8. Core Traits of Great Early-Stage Investors

  • Empathy (human first).
  • Optimism (one reason to win).
  • Curiosity (infinite learner).
  • Resilience (risk = norm, failure = frequent).
  • Humility (founders do the work).
  • Obsession (above & beyond, no checklist).
  • Clarity of Edge (why should founders talk to you?).
  • Love for the Grind (diligence and detail).