askill
fundraising

fundraisingSafety --Repository

Navigate fundraising using research on how VCs actually make decisions—cash-on-cash multiples over DCF, 10-slide Sequoia/YC hybrid decks, and warm intro outreach hierarchy. Use when preparing to raise, building pitch materials, or planning investor outreach strategy.

6 stars
1.2k downloads
Updated 2/18/2026

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SKILL.md

Fundraising

Core Principle

VCs don't invest in ideas. They invest in returns. Understand their math and you'll understand their decisions.

How VCs Actually Decide

Research shows VC evaluation priorities:

Method% of VCs Who Use ItImplication
Cash-on-cash multiple63%"Will this return 10x my check?"
IRR (Internal Rate of Return)42%"How fast does the money come back?"
DCF (Discounted Cash Flow)10%Almost nobody uses this for early-stage

What This Means for You

VCs think in portfolio math:
- Fund size: $100M
- Target return: 3x = $300M
- Typical portfolio: 20-30 companies
- Need 1-2 outliers returning 50-100x to make the fund work

Your job: Convince them you could be the outlier.

The 10-Slide Pitch Deck (Sequoia/YC Hybrid)

SlidePurposeTime
1. TitleCompany name, one-line description, your name10 sec
2. ProblemThe pain — specific, urgent, and expensive60 sec
3. SolutionYour approach — demo or clear visual90 sec
4. MarketTAM/SAM/SOM with bottom-up sizing60 sec
5. TractionRevenue, users, growth rate — the evidence60 sec
6. Business modelHow you make money, unit economics60 sec
7. CompetitionPositioning map — not a feature matrix45 sec
8. TeamWhy this team wins — relevant unfair advantages45 sec
9. Financials18-month projection, use of funds45 sec
10. AskAmount, milestones this capital unlocks30 sec

Slide-by-Slide Guidance

Problem slide: "X people spend Y hours/dollars doing Z because no one has built W."
  - Quantify the pain. Abstract problems don't get funded.

Traction slide: Show trajectory, not just a number.
  - "MRR: $5K → $15K → $40K over 3 months" beats "$40K MRR"

Market slide: Bottom-up, not top-down.
  - BAD: "The global SaaS market is $200B"
  - GOOD: "50K mid-market companies × $500/mo × 12 = $300M SAM"

Outreach Hierarchy

Effectiveness ranked by actual conversion data:

1. Warm intro from portfolio founder     → 30-40% meeting rate
2. Warm intro from trusted VC            → 20-30% meeting rate
3. Warm intro from mutual connection     → 10-20% meeting rate
4. Cold email (well-researched)          →  3-5% meeting rate
5. Cold LinkedIn message                 →  1-2% meeting rate
6. Cold application through website      →  <1% meeting rate

Warm Intro Request Template

To: [Mutual Connection]
Subject: Intro to [VC Name] at [Fund]?

Hi [Name],

Quick ask — would you be comfortable introducing me to [VC]?
We're raising a [seed/Series A] for [Company] — [one sentence description].

We have [key traction metric] and [VC Name] invests in
[relevant thesis match].

Happy to send a forwardable blurb if helpful. No pressure
if the timing doesn't feel right.

[Your name]

Forwardable Blurb

[Company] — [one-line description]

- [Key metric 1: revenue, users, or growth rate]
- [Key metric 2: retention, NPS, or notable customer]
- Raising [$X] to [specific milestone]
- [Relevant background of founding team]

Deck attached. Happy to meet anytime this week.

Fundraising Timeline

Week 1-2:  Build target list (40-60 investors), research thesis fit
Week 2-3:  Activate warm intros, send forwardable blurbs
Week 3-6:  First meetings (aim for 15-20 in a compressed window)
Week 4-7:  Partner meetings and deep dives
Week 6-8:  Term sheets and negotiation
Week 8-10: Close and wire

Anti-Patterns

Fundraising TheaterReal Fundraising
"Taking meetings with anyone interested"Targeting 40 investors with thesis fit
Raising before having any tractionHaving 3+ months of growth data
Leading with the productLeading with the market opportunity
Sharing 30-slide decks10 slides max, every word earns its place
"We have no competition""Here's why we win against [specific alternatives]"
Sequential outreach over 6 monthsCompressed 3-4 week sprint for FOMO

Power Move

"Help me build a target investor list of 40 VCs for a [stage] raise in [sector]. For each, identify: thesis fit, check size, portfolio overlap, and the best warm intro path from my network. Then draft a forwardable blurb."

The agent becomes your fundraising strategist — mapping the shortest path from intro to term sheet.

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Licenseunknown
Version-
Updated2/18/2026
Publisherpingwu

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ci-cdobservability