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.

The Pilot’s Advisor Podcast is a business podcast hosted by Ryan Fleming, with 223 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

Ryan Fleming hosts The Pilot’s Advisor Podcast, a business show with 223 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #219

  What Happens When Pilots DIY Their Retirement Plan

  Aug 20, 202614 min

  There's an entire television network dedicated to doing things yourself — home renovation, landscaping, interior design, all of it. And the DIY mentality is genuinely admirable. But when it comes to retirement planning, the stakes of a bad install are a little higher than a crooked backsplash. Today, Ryan talks about what DIY planning actually looks like in practice. DIY has its place. But some projects are worth calling a professional, especially when the cost of getting it wrong follows you for the next thirty years. Here’s what we cover in this episode: ️ DIY Mentality: Independence does not guarantee better outcomes DIY vs. Advisors: Lower fees may come with additional problems Common Mistakes: Stock picking and timing create risk Investor Emotions: Greed and fear undermine discipline Professional Guidance: Objective advice can improve direction Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/ Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

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  Episode #220

  FedEx Pilots: Don’t Spend That Lump Sum Until You Hear This

  Aug 13, 202645 min

  FedEx pilots are about to receive a significant lump sum, and what happens next could have a lasting impact on their financial future. In this episode, Ryan is joined by David Befort to discuss a strategy pilots may want to understand before that money gets spent, transferred, or committed elsewhere. A lump sum can disappear quickly, but the right strategy may allow it to keep working for years to come. Here’s what we cover in this episode: ✈️ September Lump Sum: FedEx pilots have an important decision ahead Infinite Banking: IBC offers an alternative way to put a windfall to work ️ Whole Life Insurance: Properly structured policies can provide guarantees, liquidity, and flexibility Long-Term Advantages: The goal is to keep more money working inside your financial system Next Steps: Education and individual planning come before implementation Resources for this episode: EY Article: https://www.ey.com/en_us/insights/insurance/how-life-insurers-can-provide-differentiated-retirement-benefits Infinite Banking for Pilots by David Befort Infinite Banking for Pilots: Befort, Mr David: 9798320594668: Amazon.com: Books Connect with David: https://www.davidbefort.com/ www.ibc4pilots.com Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/ Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

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  Episode #218

  Is Your Advisor Talking Over Your Head?

  Aug 6, 20264 min

  Ever felt like your advisor is speaking a different language? Ryan unpacks what to do when financial jargon gets in the way of understanding your money. He talks about why clear communication matters more than technical terminology and when it might be time to ask for clarification. or a second opinion. Tune in to find out if your advisor’s lingo is a red flag or just a translation issue. Here’s what we cover in this episode: ️ Clear Communication: Good advisors adapt to their audience ️ Running Joke: Ryan keeps explanations simple and memorable Second Opinion: Ongoing confusion may signal concern Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/ Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

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  Episode #217

  How Much Money Is Too Much in the Bank?

  Jul 30, 20265 min

  Ever wonder if your “safe” cash is actually holding you back? In this episode, Ryan answers a listener’s question from a pilot who has built up $150,000 in cash but is hesitant to move it because of the security it provides. He explains the difference between liquidity and leaving too much money idle. Stick around to find out if your cash strategy is helping, or quietly hurting, your future. Here’s what we cover in this episode: Liquid Security: Access matters without sacrificing growth Checking Balance: Keep only monthly spending needs Emergency Funds: Long-term reserves may deserve investment Liquid Accounts: Taxable investments remain easily accessible Retirement Toolkit: Pilots can request planning resources Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/ Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

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  Episode #216

  Dave Ramsey Says You Can Withdraw 8% - Here's What the Research Actually Says

  Jul 16, 202613 min

  ✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ Dave Ramsey has built one of the most recognized brands in personal finance. Millions of people have followed his advice out of debt and into savings. But when it comes to how much you should pull from your retirement accounts each year, Ramsey takes a position that some financial professionals find hard to get behind. Today, we break it down: what Dave says, what the research says, and what Ryan actually thinks. Here’s what we cover in this episode: ✈️ Pilot-Level Planning: Complex finances need tailored advice. 📉 Eight Percent Risk: Market averages ignore retirement volatility. 📊 Four Percent Rule: A conservative research-based starting point. 🎯 Custom Strategy: Pensions and spending needs matter. 🔥 Sequence Risk: Safe buckets protect during downturns Ramsey’s 8% Retirement Rule Sounds Nuts At First Retire Pilots - https://retirepilots.com Get your FREE Retirement Toolkit - https://d74164fb.pages.infusionsoft.net/ Pilot Tax - https://pilot-tax.com/ The Pilot's Advisor Podcast is also on video. Watch & Subscribe on YouTube: https://bit.ly/3EIEBW2

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