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S2 EP 13: The Startup Maze: How to Navigate Funding, Co-Founders, and Failures feat. Andrew Ackerman



🚀 How Not to Screw Up Your Startup – Hard-Earned Advice from VC Andrew Ackerman

In this episode of Stash Cast, Andrew Ackerman is back with raw, practical startup advice drawn from 70+ investments, 100+ coached founders, and two startup exits. He shares the real reason most founders fail—and what he’s doing about it with his new book A Novel Approach to Startups.

📘 This is not your average business book. Inspired by The Goal, Andrew’s novel delivers startup lessons through story, making it easier to remember and apply when it counts.

🔍 Insights:

  • Most startup education fails because it’s boring, disconnected, or delivered out of order

  • Cold emails to VCs almost never work—they signal laziness, not hustle

  • Startups are enterprise sales: the same planning, targeting, and positioning applies

  • Great storytelling outperforms slides and spreadsheets when teaching real-world business skills

  • Your co-founder matters as much as your idea—get that decision wrong and everything else crumbles

✅ Key Takeaways:

  • Focus on warm intros and building investor relationships early—not just when you need funding

  • Cold calling works (if you do the research); cold emailing does not

  • Don’t pitch—ask great questions. The best meetings are conversations, not monologues

  • The right investor is a long-term partner, not just a check

  • Every founder should be spending 20–80% of their time fundraising—depending on stage

  • Learn to teach your processes: if you can teach it, you understand it

🔔 Subscribe to Stash Cast for more honest conversations with founders, VCs, and operators building the future.

#Startups #StartupAdvice #FounderTips #Fundraising #AndrewAckerman #StashCast #StartupBooks #VCTips #StartupMistakes #PitchStrategy

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