Financial and retirement planning guidance from pilot and financial advisor Ryan Fleming. The show will help you figure out how to take your financial plan from takeoff to landing with smooth sailing along the journey.
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Financial and retirement planning guidance from pilot and financial advisor Ryan Fleming. The show will help you figure out how to take your financial plan from takeoff to landing with smooth sailing along the journey.
✈️ Retire Pilots the Right Way!
🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/
You’ve probably said it before: “I ran the numbers; I should be fine.” But what if your math is lying to you? Today, Ryan exposes the “fuzzy math” that can quietly sabotage your financial future. Drawing on lessons from aviation and decades of experience helping pilots plan for retirement, he shows how to balance big-picture thinking with precise financial navigation. Don’t settle for “it should be fine,” learn how to make sure your math actually adds up.
Here’s what we cover in this episode:
✈️ Fuzzy Math & Flying Lessons: why “winging it” doesn’t work in retirement
💸 The 4% Rule Debate: why it’s more complicated than it looks
🧾 Fees & Value: how advisors can add 3%+ net benefit even after costs
🚨 Sequence of Returns Risk: understanding timing and volatility impact
🪂 Pilot Principles Applied: discipline, big-picture awareness, and staying calm
0:00 – Fuzzy Math in Financial Planning
1:24 – Pilots Are Trained To See the Big Picture
4:19 – Fuzzy Math in Mutual Funds
6:24 – The 4% Safe Withdrawal Rate
12:20 – Tax Concerns in Retirement
14:10 – Capital Gains Tax and Investment Returns
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The Pilot’s Advisor Podcast
Financial and retirement planning guidance from pilot and financial advisor Ryan Fleming. The show will help you figure out how to take your financial plan from takeoff to landing with smooth sailing along the journey.