When Scary Career Risks Get Remarkable Results | Doug Cunnington - E72

Today’s show features Doug Cunnington, one of the hosts of the financial independence podcast Mile High FI. Doug highlights how he took conservative risks along the way to FI, and walks us through his career journey to financial independence. We discuss misconceptions about the FIRE movement, how to prepare for financial emergencies, and why it’s never too late to start your own journey to financial goodness. This episode is a must listen!   Key Takeaways: What is risk, really? And how can you live with it? How to estimate risk in investing, and in yourself. The difference between volatility and risk. Why you need to do “financial fire drills.” How Doug set himself up for financial independence. What people get wrong about FI/RE. How to move on from a financial mess by looking forward. Stoicism and personal finance.   Mentions: 🌐 Website: https://bestinterest.blog/ 👉🏼 LinkedIn: https://www.linkedin.com/in/doug-cunnington-pmp-a850435/  🎙️ The Mile High FI Podcast: https://milehighfi.com/  📚  Youtube Channel: https://www.youtube.com/@DougCunnington  📚 Career Change – Is It A Risk?: https://bestinterest.blog/career-change-risk/  📚 Investing “Fire Drills”:  https://bestinterest.blog/foxes/  📚 Mr. Money Mustache: https://www.mrmoneymustache.com/  📚 Ryan Holiday: https://ryanholiday.net/ryan-holiday-books/ 📚 Smart Passive Income: https://www.smartpassiveincome.com/shows/spi/    More of The Best Interest: Check out the Best Interest Blog at bestinterest.blog Contact me at jesse@bestinterest.blog   The Best Interest Podcast is a personal podcast meant for educational and entertainment. It should not be taken as financial advice, and is not prescriptive of your financial situation.

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Why is personal finance so complicated? The internet is flooded with personal finance “experts” sharing short-sighted, error-prone advice. But long-term financial success requires thoughtful, patient, and well-researched strategies. Hosted by Jesse Cramer, a former aerospace engineer turned fiduciary financial advisor in Rochester, NY, Personal Finance for Long-Term Investors simplifies complex financial topics. With relatable stories, in-depth research, and practical tips, Jesse helps you master financial planning for families, make smart decisions about tax-efficient investing, and build strategies for retirement planning and beyond. Formerly known as The Best Interest Podcast, and inspired by Jesse’s award-nominated blog The Best Interest, this podcast is your trusted resource for comprehensive financial planning and smart investing. Whether you're looking for optimal investment allocations, retirement planning advice, or generational wealth transfer ideas, this show makes personal finance approachable, enjoyable, and actionable. A richer tomorrow starts with learning today. Invest in your knowledge with Personal Finance for Long-Term Investors.