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PODCAST

The Pilot Money Guys

Leading Edge Financial Planning

The Pilot Money Guys are a group of financial planners with a passion for bringing together financial planning and the commercial airline industry. Brought to you by a team of financial planners with backgrounds flying for major US airlines and military service. If you have questions about personal finance with an interest in news and interesting stories from the airlines, then we hope you will give us a listen. https://www.leadingedgeplanning.com

business investing

All Episodes

39:11

Flight #118: Redefining Success, Struggle, and...

The Pilot Money Guys ·

2025/11/21

What happens when success, identity, and purpose collide with some of the hardest battles a person can face? In this powerful conversation with Ryan Watson, we explore the realities many pilots and high-performing professionals quietly carry: addiction, mental health struggles and the pressure to appear "perfect" in an industry where vulnerability can feel dangerous. Ryan opens up about the challenges he faced, the misconceptions around struggle, and the hidden cultural stigma that keeps so many

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48:18

Flight #117: Public vs Private: Where Should You...

The Pilot Money Guys ·

2025/11/07

Are private equity and alternative investments really the secret weapon of the wealthy or are public markets still your best bet? In this episode, we tackle one of the most common questions we hear: should you look beyond the stock market? We'll break down what private equity really is, who it's for, and why some companies stay private instead of going public. You'll learn how these investments work, why they're not always the golden ticket they appear to be, and how to think critically about

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57:57

Flight #116: Inside the Economics of the Airline...

The Pilot Money Guys ·

2025/10/24

Why do airlines struggle to make money even when planes are full? In this episode, we unpack the surprising economics behind one of the world’s most essential yet fragile industries. From razor-thin profit margins to the ripple effects of global shocks like COVID-19, you’ll learn why airlines operate on such precarious financial ground and what it takes for them to stay in the air. Take The Pilot Wealth Index to find out if you are on track for retirement! You can find show notes, resources and more

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32:36

Flight #115: Roth Catch-Ups and the Secure Act 2.0

The Pilot Money Guys ·

2025/10/10

What do the new Secure Act 2.0 rules mean for Roth contributions and retirement planning in 2025? In this episode, we explore what pilots and high-income earners need to know about Roth catch-up contributions, required Roth designations, and the risks of in-plan Roth conversions. You’ll also learn how these changes may impact your taxes, your long-term retirement savings, and the best ways to prepare now. Take The Pilot Wealth Index to find out if you are on track for retirement! You can find show

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58:23

Flight #114: The Science of a Happy Retirement with...

The Pilot Money Guys ·

2025/09/26

What actually makes for a happy, fulfilling retirement? Is it all about the numbers, or is there more to the story? In this episode, Dr. Michael Finke—professor, researcher, and one of the most respected voices in retirement planning—shares his groundbreaking research on what truly drives satisfaction in retirement. Drawing from decades of data, interviews, and insights from retirees themselves, Dr. Finke uncovers the three essential pillars of a rewarding life after work. Take The Pilot Wealth

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29:55

Flight #113: The Pros and Cons of Private Equity

The Pilot Money Guys ·

2025/09/12

What exactly is private equity, and why is it suddenly being linked to your 401(k)? In this episode, we break down the recent executive order that directs the Department of Labor to explore ways of including private equity in retirement plans. You’ll learn what sets private equity apart from the public markets you’re familiar with, why it excites some investors, and why others aren’t as enthusiastic. Take The Pilot Wealth Index to find out if you are on track for retirement! You can find show

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49:33

Flight #112: How NOT to Run Out of Money in Retirement

The Pilot Money Guys ·

2025/08/29

How can you avoid running out of money in retirement and still live the life you want? In this episode, we break down the most important strategies for sustainable retirement spending. You’ll learn how retirement spending actually works in real life and why your financial plan needs to adjust as your lifestyle and health change over time. Whether you’re a do-it-yourself planner or prefer to delegate, you’ll walk away with practical steps for knowing your expenses, stress-testing your plan, and

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50:05

Flight #111: Social Security Myths, Money, and the Truth

The Pilot Money Guys ·

2025/08/15

Is Social Security really running out of money, or is that just a headline meant to scare you? In this episode, we cut through the noise to uncover the truth about its future, its viability, and how it actually works. You’ll learn how to separate political fear tactics from the facts, why the “trust fund bankruptcy” story isn’t the whole picture, and how your claiming strategy could mean hundreds of thousands of dollars gained or lost over your lifetime. Take The Pilot Wealth Index to find out if

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32:41

Flight #110: Unpacking the “One Big Beautiful Bill Act”

The Pilot Money Guys ·

2025/07/25

Are you wondering what the sweeping changes brought by the recently passed "One Big Beautiful Bill Act" (OBBBA) are? In this episode, we break down the new legislation, providing a clear overview of how it impacts individual income taxes, business provisions, and specific deductions. We'll explain the intricacies of standard deductions, the nuances of phase-outs (and why they're usually bad news!), and the critical updates to the State and Local Tax (SALT) deduction. Take The Pilot Wealth Index to

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47:42

Flight #109: Care Around the Block - Elderly Care Part 2

The Pilot Money Guys ·

2025/07/11

What do you do when your aging parent needs care, but you live across the country and don’t know where to start? In this episode, Casey Rausin, RN, CCM, and CEO of HOMECAREceo Forum, joins the show to help answer that question. With decades of experience in advanced aging and lifecare planning, Casey breaks down how her team acts like a “healthcare advisor,” helping families proactively manage aging-related care before it becomes a crisis. You’ll learn why executive functioning is often the first

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01:05:30

Flight #108: Understanding Medicare, Early Retirement...

The Pilot Money Guys ·

2025/06/27

Is Medicare more confusing than it should be? If you're nearing retirement or thinking about leaving your job early, the healthcare piece can feel overwhelming and expensive. In this episode, we sit down with Cole Craven, co-founder of Move Health, to demystify the complexities of Medicare, healthcare costs, and early retirement planning. Listen in to learn how to time your enrollment correctly, what your healthcare options are if you want to retire before 65. and more. Take The Pilot Wealth Index

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55:07

Flight #107: Making Sense of Long-Term Care Insurance...

The Pilot Money Guys ·

2025/06/13

Does the phrase “long-term care” make you cringe? If so, you’re not alone, but it’s something we all need to think about eventually. In this episode, we sit down with Amy Arnett, VP of Insurance Solutions at DPL Financial Partners, who brings 36 years of experience in the insurance world to help us understand the evolving landscape of long-term care options. Listen in to learn why insurance isn’t all or nothing anymore and how you can now tailor coverage to your needs and budget. Take The Pilot

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50:33

Flight #106: Understanding Market-Based Cash Balance...

The Pilot Money Guys ·

2025/05/23

What is a Market-Based Cash Balance Plan (MBCBP), and why is it becoming the go-to retirement vehicle for pilots at major airlines like Delta? In this episode, we explain what an MBCBP actually is, how it's different from a pension or 401(k), how the investments work, and why pilots need to understand this model to make smart retirement decisions. You’ll hear how funds are pooled, what kind of returns to expect and why the guarantee provided by the airline makes this a powerful planning tool. Take

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57:52

Flight #105: The Power of Gratitude

The Pilot Money Guys ·

2025/05/09

Can a mindset of gratitude really change your financial life? In this episode, we explore how the power of gratitude directly influences your outlook, your decisions, and ultimately, your financial success. You'll learn why slowing down to reflect on what you’re thankful for can actually sharpen your focus and guide you toward a more meaningful retirement. Gratitude isn't just a feeling; it’s a practice that creates clarity, helps you define what really matters, and strengthens your ability to

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39:14

Flight #104: How to Retire Confidently in a Volatile...

The Pilot Money Guys ·

2025/04/25

What if you're about to retire—and the market takes a nosedive? For those in their 60s, looking toward retirement at 65, market volatility can feel like a punch to the gut. In this episode, we dive into how to confidently retire into a turbulent market, what lessons we’ve learned from past downturns, and why market dips aren’t as rare—or as disastrous—as they seem. You'll learn why diversification matters, how to assess your true financial risk, and what practical steps you can take right now to

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48:34

Flight #103: Thriving Through Market Uncertainty

The Pilot Money Guys ·

2025/04/11

What do you do when the world feels unpredictable—and your financial future even more so? In this episode, we’re diving into how pilots can mentally and financially prepare for uncertain times. From industry shake-ups to unexpected announcements from new governments, uncertainty is the only constant. But it's not the events themselves that rattle the market—it’s the surprise factor. Listen in to learn why mindset matters just as much as money, and how to develop habits that help you thrive—not just

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53:10

Flight #102: How to Prioritize Health and Nutrition...

The Pilot Money Guys ·

2025/03/28

What good is wealth if you don’t feel good? For busy professionals—especially pilots—maintaining health and nutrition while constantly on the go is a major challenge. In this episode, financial planner Mark Covell and his wife Adriana Covell, NBC-HWC, break down how small, intentional choices can lead to long-term health without feeling deprived. Adriana discusses the emotional connection we have with food, how to break unhealthy habits, and why understanding what your body actually needs is key to

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47:39

Flight #101: The Power of Direct Indexing and Tax...

The Pilot Money Guys ·

2025/03/14

Is direct indexing the right investment strategy for you? In this episode, Shawn Jaberzadeh, Co-Head of Enterprise Group at Dimensional Fund Advisors, breaks down how direct indexing works and when it might be a better fit than off-the-shelf investment options. We explore the key differences between standard and aggressive tax management, the role of separately managed accounts (SMAs), and how tax loss harvesting can impact your portfolio. Take The Pilot Wealth Index to find out if you are on track

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44:41

Flight #100: Raising Money-Smart Kids

The Pilot Money Guys ·

2025/02/28

How can you teach your kids smart money habits without creating entitlement? In this episode, we dive into the essential lessons of raising financially responsible children. We explore the challenges first-generation wealth builders face, the guilt that often comes with financial success, and why many families lose their wealth by the third generation. You’ll learn why discussing money early and intentionally is key to long-term financial success. Take The Pilot Wealth Index to find out if you are

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43:46

Flight #99: From Fighter Pilot to Author with Jack...

The Pilot Money Guys ·

2025/02/14

What does it take to transition from a TOPGUN fighter pilot to a bestselling author? Jack Stewart, a former U.S. Navy fighter pilot with 23 years of service, joins the show to share his fascinating journey from flying combat missions to writing gripping novels. With five books under his belt, Jack dives into how he develops his stories, navigates classified information, and handles rejection in the publishing world. Take The Pilot Wealth Index to find out if you are on track for retirement! You can

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43 results

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