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10 Biggest Mistakes Founders Make According to Chatgpt. Brilliant Insights! — Cleve Langton

3 min readAug 12, 2025
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Based on over 60 startups and early stage companies I’ve been involved in or tracked, this is brilliant and totally accurate.

You said:

What are the 10 biggest mistakes founders of startups and early stage companies make?

ChatGPT said:

Here’s a distilled list of the 10 biggest mistakes startup and early-stage founders make — based on patterns seen across hundreds of ventures, investor feedback, and post-mortems from both successes and failures.

1. Falling in Love with the Idea, Not the Problem

  • Mistake: Building something because you think it’s cool rather than because the market desperately needs it.
  • Impact: Leads to “solution in search of a problem” — hard to pivot out of.
  • Better: Start with a painful, validated problem and let the solution evolve.

2. Skipping Market Validation

  • Mistake: Launching without talking to enough potential customers or getting early feedback.
  • Impact: Wasted time and money on features nobody cares about.
  • Better: Run cheap tests (surveys, landing pages, mock-ups) before heavy development.

3. Underestimating Capital Needs

  • Mistake: Thinking revenue will come faster than it does, or not budgeting for setbacks.
  • Impact: Running out of runway right before traction takes off.
  • Better: Assume it will take 2× longer and cost 2× more than you think.

4. Choosing the Wrong Co-Founders or First Hires

  • Mistake: Partnering with friends or early hires without testing working chemistry.
  • Impact: Culture clashes, slow decision-making, or founder break-ups.
  • Better: Treat co-founder selection like a marriage — with shared vision, complementary skills, and a pre-nup (founders’ agreement).

5. Neglecting Go-to-Market Strategy

  • Mistake: Obsessing over the product but ignoring how it will actually reach customers.
  • Impact: “Build it and they will come” rarely works — sales cycles are longer and harder than expected.
  • Better: Develop a clear acquisition, conversion, and retention plan before launch.

6. Chasing Too Many Opportunities at Once

  • Mistake: Expanding into multiple segments, features, or geographies before winning the first one.
  • Impact: Diluted focus and resources, weak traction in all markets.
  • Better: Nail one niche, dominate it, then expand.

7. Poor Understanding of the Numbers

  • Mistake: Not knowing burn rate, CAC (customer acquisition cost), LTV (lifetime value), or margins.
  • Impact: Weak investor confidence and bad strategic decisions.
  • Better: Even if you’re not a finance person, master the few key metrics that determine survival.

8. Overestimating the Competition — or Ignoring It

  • Mistake: Either dismissing competitors entirely or obsessing over them and copying their playbook.
  • Impact: Missed opportunities to differentiate.
  • Better: Study competitors to understand positioning, then deliberately zig where they zag.

9. Building Without Legal and IP Basics

  • Mistake: No founders’ agreement, unclear equity splits, ignoring IP ownership or trademarks.
  • Impact: Costly disputes or loss of key assets down the road.
  • Better: Lock in the basics early with a startup-friendly lawyer.

10. Refusing to Pivot

  • Mistake: Sticking with a plan long after the market tells you it’s wrong.
  • Impact: Burned capital, exhausted team, missed timing.
  • Better: Listen to data, customers, and gut — pivot early while you still have resource.

#EarlyStage, # StartupStrategy, #AngelInvestor, #ConsultingServices, #PitchToWin

Connect with Cleve on LinkedIn.

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