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Fail to Win with Colin Campbell

July 14, 2025

Colin Campbell is a serial entrepreneur who has co-founded over a dozen multi-million dollar companies. #1 Best Selling Award winning Author, speaker, and founder of Startup Club, helping entrepreneurs globally through his book “Start. Scale. Exit. Repeat.”

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Guest Resources

Start. Scale. Exit. Repeat – Grab Colin’s award-winning book.

Colin C. Campbell LinkedIn – Connect to Colin on LinkedIn and explore the masterclass workbook, strategic checklists, and free tools.

3 Value Bombs

1. You can fail 8 out of 10 times and still succeed if you cut losers quickly and scale winners boldly.

2. Success isn’t just about starting, it’s about knowing how to scale, exit, and repeat without imploding.

3. Serial entrepreneurs double their chances of success, not from talent, but from accumulated knowledge.

Sponsors

HighLevel: The ultimate all-in-one platform for entrepreneurs, marketers, coaches, and agencies! Learn more at HighLevelFire.com!

NetSuite: NetSuite, by Oracle, is your AI powered business management suite, trusted by over 42,000 businesses. Download the free e-book, “Navigating Global Trade: 3 Insights for Leaders”, at NetSuite.com/fire!

Wix: Ready to create your own website? Go to Wix.com to start building your website today!

Show Notes

**Click the time stamp to jump directly to that point in the episode.

Today’s Audio MASTERCLASS: Fail to Win with Colin Campbell

[1:24] – Colin shares something that he believes about success that most people disagree with.

  • Failure is a prerequisite for success—look at Elon Musk, or even his AI video experiments. It’s all about trying, failing, and iterating.

[2:56] – Colin tells why entrepreneurs should go out and fail on purpose.

  • At paw.com, 80% of product tests fail—but they scale the 20% that work.
  • Their motto: “Test and fail more. Cut losers quickly. Scale winners big.”
  • Failure is baked into the strategy.

[4:44] – Colin talks about the top reasons startups fail and how to avoid them.

  • 82% of businesses fail due to cash flow.
  • Use SMART “stage gates” to measure and manage startup progress.
  • Avoid the “Silicon Valley disease” of raising too much, too fast.

[7:09] – Colin talks about the Start and Scale phases of a business.

  • Four core pillars: Story, People, Money, Systems.
  • Miss one, and failure is almost guaranteed.
  • Use sticky note business plans and clear KPIs to hit your stage gates and prove your model.

[9:05] – A timeout to thank our sponsors!

  • Wix: Ready to create your own website? Go to Wix.com to start building your website today!
  • NetSuite: NetSuite, by Oracle, is your AI powered business management suite, trusted by over 42,000 businesses. Download the free e-book, “Navigating Global Trade: 3 Insights for Leaders”, at NetSuite.com/fire!

[12:09] – Colin talks about exit and repeat where many entrepreneurs stumble.

  • Colin once lost 98% of his wealth by mistiming a dot-com exit.
  • Exit is 50% timing, 50% choosing the right buyer.
  • Repeating success involves launching from within—don’t wait until after you exit to think of what’s next.

[15:11] – Colin talks about “imploding on scale” look like, and how can we avoid it.

  • Entrepreneurs often become the bottleneck.
  • At scale, you must delegate responsibilities (not just tasks), build systems, and empower your team.
  • Colin’s strategic systems helped him sell a company at 17x EBITDA.

[17:30] – Colin talks about learning from failure secondhand.

  • You can absolutely learn from others’ mistakes—Colin’s book includes dozens of real, entertaining failure stories.
  • Serial entrepreneurs are twice as likely to succeed. Why? Knowledge.

[20:28] – Colin talks about how entrepreneurs can adapt with AI that is changing everything.

  • AI is a “minor major”—a small effort with massive potential.
  • Colin used Chat GPT and other tools to create a custom Entrepreneurs on Fire anthem in under an hour.

[21:49] – Call to action.

  • Start. Scale. Exit. Repeat – Grab Colin’s award-winning book.
  • Colin C. Campbell LinkedIn – Connect to Colin on LinkedIn and explore the masterclass workbook, strategic checklists, and free tools.
  • Enjoy Colin’s AI-generated anthem for entrepreneurs—featured at the end of this episode!
  • “There’s never been a better time in history to launch a startup.”

[23:20] – Thank you to our Sponsor!

  • NetSuite: NetSuite, by Oracle, is your AI powered business management suite, trusted by over 42,000 businesses. Download the free e-book, “Navigating Global Trade: 3 Insights for Leaders”, at NetSuite.com/fire!

Killer Resources!

1) The Common Path to Uncommon Success: JLD’s 1st traditionally published book! Over 3000 interviews with the world’s most successful Entrepreneurs compiled into a 17-step roadmap to financial freedom and fulfillment!

2) Free Podcast Course: Learn from JLD how to create and launch your podcast!

3) Podcasters’ Paradise: The #1 podcasting community in the world!

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