Why Businesses Fail #03 - Practical Solutions for Launching, Leading, and Growing a Resilient Business

Weekly Show Summary

Welcome, fellow entrepreneurs and business fixers! This week’s show is your essential guide to dodging the deadliest traps lurking on the startup path—think of it as your business’s life jacket and compass in one. Over the course of this hour, I break down four of the most common (and most avoidable) reasons startups crash and burn: launching at the wrong time, assembling a less-than-stellar team, mismanaging pricing and costs, and stumbling over legal tripwires.
You’ll hear hard-hitting lessons from the trenches—Apple’s infamous Newton, the Segway’s hype, Singapore’s fallen bike-sharing scene, and more—all seasoned with my no-nonsense, practical advice. Whether you’re drafting your business plan or already in the marketplace, these stories and strategies will transform the way you approach growth—and maybe even keep a few more dollars (and gray hairs) at bay.

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Episode Summaries & Key Takeaways

Episode 1 (S12 E13): Mistimed Launch with Jeremy Gray

We kick off with a candid chat about why timing your launch can make or break your business. From early flops to being outpaced by competitors, you’ll get a five-point checklist to get timing right.

Key Takeaways: 

  • Validate Readiness: Ensure your product is genuinely launch-ready and avoid shipping with major unresolved issues—stripped-down MVPs are better than broken promises.

  • Know the Competition: Objectively benchmark your offering against competitors and be honest about your unique value.

  • Beta and Demonstrate: Secure real-world validation with test users or beta customers before unveiling to a wider audience.

Episode 2 (S12 E14): Not the Right Team with Jeremy Gray

Why do 14% of startups blame team issues for their downfall? Because, as Jeremy explains, building your “golden triangle” of talent is everything, from vision to execution.

Key Takeaways: 

  • Identify Core Roles: Fill the crucial roles of visionary, hustler, and hacker, even if it means combining responsibilities or seeking co-creators.

  • Recruit for the Right Reasons: Hire slow, fire fast, and prioritize quality over quantity for every early hire.

  • Create an Irresistible Culture: Focus on flexibility, meaningful incentives, and constant development to attract and retain top talent.

Episode 3 (S12 E15): Price-Cost Issues with Jeremy Gray

Pricing is one part art, one part science—and a big part survival. This episode shows how to sidestep common pricing missteps and keep your P&L healthy.

Key Takeaways: 

  • Involve Customers in Pricing: Don’t develop pricing in isolation—talk about value and willingness-to-pay early in the process.

  • Monitor and Adapt: Keep pricing under review and adjust based on market signals or competitive shifts, rather than settling for introductory numbers.

  • Watch Burn Rate: Know your numbers—track your burn rate and maintain enough runway to avoid desperation decisions.

Episode 4 (S12 E16): Regulatory Issues with Jeremy Gray

Even the most innovative startups can be undone by regulatory surprises. Today’s segment delivers gripping tales from the field and lessons for building a compliant (and ethical) business from day one.

Key Takeaways: 

  • Do Your Homework: Research the legal and regulatory landscape before launch—ignorance is never a viable defense.

  • Anticipate Worst-Case Behavior: Prepare for the worst your customers (and competitors) could do; plan policies and practices accordingly.

  • Act Ethically: Short-term gains from rule-bending rarely pay off—adopt ethical practices for long-term business success.

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.

Mentioned Resources

  • Book: Why Startups Fail by Tom Eisenmann 

  • Runway/ Burn Rate Calculators: (Various online tools—search for “startup runway calculator”) 

  • CB Insights Survey: Leading causes of startup failure

Next Steps & Final Thoughts

Business is a contact sport—and knowledge is your best armor. After listening, I challenge you to review one area in your business that could use a tune-up: Is your launch plan robust? Is your team truly balanced and energized? When’s the last time you sanity-checked your pricing—or checked your compliance checklist?
Take a step this week: bring your leadership team together for a candid conversation, invite feedback from your earliest customers, or block out time to review your burn rate and runway. And if you need a hand, you know where to find me—practical solutions are only ever a conversation away.
Remember: the best way to beat the odds is to face them head on—with clarity, integrity, and a sprinkle of practical wisdom. Until next time, keep building smarter.

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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