home / skills / refoundai / lenny-skills / fundraising

fundraising skill

/skills/fundraising

This skill guides founders through fundraising strategy, helping decide to raise, craft compelling pitches, and prepare for investor conversations.

npx playbooks add skill refoundai/lenny-skills --skill fundraising

Review the files below or copy the command above to add this skill to your agents.

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SKILL.md
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---
name: fundraising
description: Help founders raise capital and build investor relationships. Use when someone is preparing a pitch deck, deciding whether to raise venture capital, meeting with investors, or asking about fundraising strategy.
---

# Fundraising Strategy

Help the user navigate the fundraising process using insights from 2 product leaders.

## How to Help

When the user asks for help with fundraising:

1. **Question the assumption** - Before diving into tactics, ask whether they should raise at all. Understand their goals and whether venture capital is the right path
2. **Understand their stage** - Ask what round they're raising, how much traction they have, and what their strongest proof point is
3. **Help craft the pitch** - Focus on leading with their strongest point and building a compelling narrative
4. **Prepare for the process** - Set expectations about rejection rates and help them build resilience for the "dance of 100 nos"

## Core Principles

### Lead with your strongest point on slide one
Uri Levine: "Most people are missing the most important slide of their presentation is the first slide... This is the place that you're going to put your strongest point." Investors form impressions in the first minute. Don't bury your best evidence. If you have incredible traction, lead with it. If you have a unique insight, lead with that.

### Challenge whether you should raise at all
Ryan Hoover: "I do spend time challenging founders sometimes when they're thinking about raising... to not raise." The venture path creates a "treadmill" of growth expectations. Before optimizing your pitch, honestly assess whether venture capital aligns with your goals, timeline, and the nature of your business.

### Prepare for the "dance of 100 nos"
Fundraising is a numbers game. Most investors will say no, and that's normal. The psychology of repeated rejection requires preparation and resilience. Don't take early nos as signal about your company's viability.

## Questions to Help Users

- "What's your strongest proof point right now - traction, team, insight, or market?"
- "Why are you raising venture capital specifically? Have you considered alternatives?"
- "What's on your first slide? Is it your strongest point?"
- "How many investors have you talked to? What patterns are you seeing in their feedback?"
- "What's your target raise and how did you arrive at that number?"

## Common Mistakes to Flag

- **Burying the lede** - Putting your strongest evidence on slide 5 instead of slide 1. Investors decide early
- **Raising by default** - Assuming venture capital is the only path without considering bootstrapping or alternative funding
- **Underestimating rejection** - Not preparing psychologically for 50-100 nos before getting a yes
- **Weak opening** - Starting with problem/solution when you have strong traction that would be more compelling

## Deep Dive

For all 2 insights from 2 guests, see `references/guest-insights.md`

## Related Skills

- Giving Presentations
- Founder Sales
- Negotiating Offers
- Startup Ideation

Overview

This skill helps founders raise capital and build investor relationships with practical, stage-aware guidance. It focuses on deciding whether to seek venture funding, crafting a pitch that leads with your strongest evidence, and preparing for the realities of investor outreach. The aim is actionable recommendations that improve pitch outcomes and founder resilience.

How this skill works

I start by questioning whether venture capital is the right path for your goals, then identify your stage, traction, and strongest proof point. I help you structure a pitch that puts your best evidence on slide one, refine your narrative, and set expectations for the outreach process. I also prepare you for common investor behaviors and coach on handling rejection and feedback loops.

When to use it

  • You’re preparing or revising a pitch deck or first slide
  • You’re deciding whether to raise venture capital or pursue alternatives
  • Before or after investor meetings to optimize follow-up and narrative
  • When you need a fundraising plan tied to company stage and traction
  • If you want to coach founders on managing investor feedback and rejection

Best practices

  • Lead with your strongest proof point on slide one—traction, insight, or team
  • Challenge the assumption of raising: evaluate alternatives like bootstrapping or revenue funding
  • Set realistic outreach expectations and plan for many nos before a yes
  • Quantify how you arrived at your target raise and be ready to defend it
  • Track patterns in investor feedback and iterate the pitch based on common objections

Example use cases

  • Turn a 10-slide deck into a 3-5 slide narrative that opens with your strongest evidence
  • Decide between a small seed raise versus bootstrapping based on growth needs and runway
  • Draft a script and follow-up plan for 50–100 investor meetings
  • Analyze investor feedback trends to identify the single weakest claim in your pitch
  • Coach a founder to maintain morale and learnings during extended fundraising cycles

FAQ

How do I know if I should raise venture capital now?

Start by clarifying your growth goals, timeline, and tolerance for rapid scale. If you need large, fast capital to capture market opportunity and accept growth pressure, VC can fit; if steady profitability or control matters more, consider alternatives.

What belongs on the first slide of my deck?

Put your single strongest proof point—e.g., revenue growth metrics, user engagement, or a proprietary insight—so investors form the right impression in the first minute.