When startups crash and burn, it’s rarely due to just a single misstep. In this week’s one-hour Practical Solutions to Difficult Problems syndicated radio show, host Jeremy Gray dives deep into the four most common—yet often misunderstood—reasons for startup failure. Whether your business is just getting off the ground or you’re navigating the challenges of growth, these insights could mean the difference between thriving and merely surviving.
This unified weekly program breaks down the anatomy of a failed startup into four practical themes: flawed business models, getting outcompeted, lack of market need, and the perils of running out of cash. With Jeremy’s approachable, candid, and slightly irreverent style, this hour is packed with vivid real-world examples (think Quibi, WeWork, and more) and, most importantly, practical steps you can take right now to avoid becoming another statistic.
Build your business IQ, get sharper on strategy, and walk away ready to steer clear of the most common—yet avoidable—reasons businesses go bust.
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Jeremy uncovers why a flawed business model remains a silent killer among startups, from poorly designed revenue streams to wishful financial assumptions.
Key Takeaways:
Always test your revenue assumptions—will customers really pay for your solution, and how much?
Review (and revise) your pricing strategy regularly; don’t “set it and forget it.”
Ensure your projected numbers match a credible business story—be ready to pivot if they don’t line up.
Competition isn’t just a threat—it’s a force that gets a vote in your success. Jeremy explores how startups get outcompeted and how customer obsession becomes your ace in the hole.
Key Takeaways:
Focus on doing one thing exceptionally well, and make sure it’s what customers are willing to pay for.
Prioritize customer-centric thinking, not just competitor watching.
Regularly engage your team with direct customer feedback to build genuine empathy and value.
It doesn’t matter how great your solution is—if the market doesn’t actually want it, you’re in trouble. Jeremy walks through demand validation and how to find product-market fit before you build too much.
Key Takeaways:
Conduct deep customer research to validate there is genuine problem and willingness to pay.
Develop a unique selling proposition (USP) that’s tangible, memorable, and customer-focused.
Use a minimum viable product (MVP) with real customer feedback before going all-in.
Cash is king—and running out will end it all faster than any other startup killer. Jeremy illustrates why positive cash flow trumps even profits and how to manage your burn rate for survival.
Key Takeaways:
Manage your business through regularly updated cash flow forecasts—don’t just look at profit and loss.
Understand your burn rate and ensure you have at least 12-18 months of runway.
Seek new funding early; waiting until your cash is nearly gone could doom your business.
Host Bio
Jeremy Gray is a seasoned fractional CFO and sought-after business advisor, with a rich background in guiding startups and scaling businesses to success. Known for his approachable style and laser focus on practical results, Jeremy brings decades of hands-on experience to every episode.
CB Insights: The Top 12 Reasons Startups Fail
Steve Blank’s Lean Startup Principles (The Lean Startup, Eric Ries)
“Predictably Irrational” by Dan Ariely
Harvard Business School's Tom Eisenman
whystartupsfail.com (for companion notes, transcripts, competitive advantage resources)
HubSpot Competitive Analysis Templates
Google Keyword Planner (here)
HBR article “Six Ways to Build a Customer-Centric Culture” by Denise Lee Yohn
Ready to bulletproof your business from hidden risks? Here’s your action plan:
Revisit your business model—look for assumptions that need testing, and seek brutal honesty from your numbers.
Talk to your customers. Today. Not sure what to ask? Start with their biggest problems and what they’re really willing to pay for.
Build or update your cash flow forecast, and set a recurring monthly calendar reminder to review and revise it.
If your runway is short, don’t wait to reach out to current or potential investors.
Remember: most business failures are preventable with insight and preparation. Use what you’ve learned today as a launchpad for even greater resilience—and if you’re stuck or need a sounding board, connect with Jeremy at whystartupsfail.com. It’s never too early to make your business stronger. The best lessons come not just from failure, but from how we choose to respond.
Keep building. Keep learning. And keep tuning in—next week brings a new case study (and maybe a little more friendly tough love)!
Ready to dive deeper, connect with like-minded entrepreneurs, or get practical advice tailored to your situation? Visit businessinasia.org or connect with Jeremy Gray directly via LinkedIn. Here’s to smart strategies, resilient teams, and products your customers will love!
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