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Fundraising FAQ Builder

Founders rehearse the pitch and freeze on the Q&A — and the Q&A is where most deals are actually won or lost. The Fundraising FAQ Builder prepares answers to the 20+ questions every investor asks, in 30-60 seconds each, including the hard ones nobody wants to think about.

What this skill does

The pitch is rehearsed; the Q&A usually isn't. Then an investor asks the question the founder was hoping nobody would ask, and a three-minute meandering answer destroys whatever confidence the deck just built. This skill applies the CRISP structure — Claim, Reasoning, Illustration, Spin forward, Pause — so every answer is direct, evidenced, and short enough to leave room for follow-up rather than swallowing the meeting.

Answers run across five categories: market, product, traction, team, and the hard questions. The hard questions get the most attention because they're the ones that decide deals. "What's the biggest risk to this business?" needs an honest answer with a mitigation plan, not a deflection. "What if you can't raise the next round?" needs a path to profitability or reduced burn. "What would make you quit?" needs commitment without delusion. Dodging is worse than the underlying problem in every case.

The skill is opinionated about a few things. Answer first, context second — never open with "Great question" followed by a non-answer. Short answers signal confidence; a 30-second response sounds more credible than a 3-minute one. "I don't know" is acceptable when paired with "but here's how I'd find out." Bullshitting is never acceptable and investors detect it instantly. And every weakness gets a reframe: "we don't have a CTO" becomes "we've validated the concept without technical co-founder dependency and have a shortlist of three."

The output is a quick-reference card for the five hardest questions, full answers across all categories, a "red lines" section listing phrases never to say (and what to say instead), and a practice protocol — record yourself, time each answer, have someone ask them out of order. Written answers feel different when spoken, and the only way to test that is to actually speak them. The skill won't let you ship a Q&A prep that hasn't been rehearsed out loud.

When this triggers

  • ·You have investor meetings booked and have only rehearsed the deck, not the questions
  • ·You've been asked 'what happens if Google enters your space' and fumbled it
  • ·You know your weakest area and want the answer ready before someone probes it
  • ·Your last pitch went well until the Q&A, then it got slower and longer
  • ·You're a technical founder and your answers tend to run too long

Example

Trigger

User: 'Series A, vertical SaaS for [industry]. Worried about: competitor with more funding, customer concentration (top 3 = 41% ARR), and why we haven't hired a VP Sales yet.'

Output

The 3 hardest questions, one-sentence answers: Q: "[Competitor] just raised £20M — how do you compete?" A: They're going horizontal, we're going deep on [vertical]. Our win rate against them in [vertical] deals is 7/9 over 12 months. Q: "Top 3 customers are 41% of ARR — concentration risk?" A: Yes, real risk. Two of three signed multi-year contracts in Q1, all three NPS above 60. We're mitigating with [specific acquisition plan] — top-3 concentration projected at 22% by Q4. Q: "Why no VP Sales yet?" A: Founder-led sales until we hit £3M ARR — we're at £2.4M. The VP search opens with this round; here's our top-3 shortlist. Each answer: direct claim, evidence, forward spin, then stop.

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What you get

  • 167-line SKILL.md, ready to drop into ~/.claude/skills/
  • Tested through 3 Karpathy-loop iterations (versions v1.0.0 → v1.3.0)
  • Triggers automatically when relevant — no command to remember
  • Lifetime updates as the skill is refined further

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