My Worst Investment Ever Podcast
1) Jon Ostenson – Top 10 Franchise Opportunities for 2026
BIO: Jon is the Founder and CEO of FranBridge Consulting, a 2-time Inc. 5000 company, and a leading franchise consultant.STORY: Jon believes franchising remains one of the most effective ways to build...Show More
2) David Siegel – A Smart Idea Nobody Wanted
BIO: David Siegel is a Silicon Valley entrepreneur who has founded more than a dozen companies. He has written five books on technology and business, was once a candidate for the dean of Stanford Busi...Show More
3) Jon Ostenson – I Built a Million-Dollar Business That Never Made a Profit
BIO: Jon is the Founder and CEO of FranBridge Consulting, a 2-time Inc. 5000 company, and he is a top 1% franchise consultant.STORY: Jon co-founded a marketing and call-center business that appeared s...Show More
4) Edwin Endlich – Early Doesn't Always Mean Right
BIO: Edwin Endlich is the Chief Marketing Officer of Wysh and President of the National Alliance for Financial Literacy and Inclusion.STORY: Edwin’s worst investment was buying Tilray stock at $143 du...Show More
5) Scott Alldridge – Hot Coffee, Cold Reality: The $10,000 Drone Delivery Mistake
BIO: Scott Alldridge is CEO of IP Services and President of the IT Process Institute, a bestselling author of the VisibleOps series, and a Certified Chief Information Security Officer.STORY: Scott’s w...Show More
Scott Alldridge – Hot Coffee, Cold Reality: The $10,000 Drone Delivery Mistake
28:50 | Nov 10th, 2025
6) Dr. Thomas Powell – The One Rule You Must Never Break as an Investor (Even for Friends)
BIO: Thomas J. Powell, founder of The Powell Perspective™, is a seasoned entrepreneur, investor, and advocate for founders, bringing clarity, strategy, and resilience to leaders building at scale.STOR...Show More
7) Dan Novaes – The Treasury Strategy That Cost $100 Million
BIO: As Co-Founder & CEO of Mode Mobile, Dan Novaes is leading the transformation of how people interact with technology. His “Earn As You Go” software empowers millions of consumers to turn daily hab...Show More
8) Dr. Gilbert Guzman – The $1M Lesson I Learned by Not Launching My Startup
BIO: Dr. Gilbert A. Guzmán is a business strategist and systems thinker. He is the founder of IntraQ AI, a SaaS solution designed to eliminate knowledge gaps within the workplace, and the author...Show More
9) Enrich Your Future Conclusion: Larry’s Timeless Guide to Smarter Investing
In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they conclude the lessons from the book....Show More
Enrich Your Future Conclusion: Larry’s Timeless Guide to Smarter Investing
1:00:40 | Aug 18th, 2025
10) Enrich Your Future 41 & 42: DIY Investing or Hire an Advisor? How to Avoid the Costliest Mistakes
In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 41: A Tale of Two S...Show More