Best Pilot Retirement Plan Podcasts (2025)

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303. Pilot’s Guide to Financial Turbulence: Planning for Medical Disabilities 34:45

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1h ago34:45

34:45

In this episode of A Wiser Retirement® Podcast, we discuss the importance of commercial airline pilot medical disability planning and why it’s often overlooked compared to life insurance. We explain how airline disability benefits work, the differences between short-term and long-term coverage, and why “own occupation” policies are essential. The c…

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Does Dave Ramsey’s 9-Step Retirement Plan Work for Pilots? 18:31

6d ago18:31

18:31

✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ Dave Ramsey is one of the most recognized voices in personal finance. His 9-step retirement plan is simple, direct, and built for mass appeal. But is it really the best path for your retirement? On today’s show, Ryan digs into where he…

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09.08.25 Your Retirement Plan On Auto Pilot / Subscription Creep 27:56

16d ago27:56

27:56

New data shows the value of automatic savings into retirement plans - and the consequence of not having a plan. So if you don’t have access through work, start one yourself. Your map to retirement - Clark says let’s get on it! Your future self will surely thank you. Plus, a simple audit of your checking and credit card accounts is in order. Clark h…

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09-23-25 Ask An Advisor With Wes Moss 36:51

19h ago36:51

36:51

What a Fed Rate Cut Means for Your Money and #1 Financial Fear (and How To Beat It) The Fed just cut rates. What does this mean for your money? Wes breaks down what the latest Fed rate cut means for your personal finances. He discusses how a drop in rates impacts everything from mortgage rates and the housing market to your investment portfolio. Pl…

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AI, Robotics, and The Future of Work and Life with Dr. Catie Cuan 59:25

15h ago59:25

59:25

Delanie Fischer chats with engineer and choreo-roboticist Dr. Catie Cuan about the future of AI, robotics, and the art of human-robot interaction. They explore potential pitfalls, promising upsides, and everything in between—impacting creativity, health, the environment, and human connection. Plus: + Rethinking Machines in Hospitals and Beyond + Th…

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09-22-25 Investing With Robinhood / Price Concessions At The Movies 30:47

1d ago30:47

30:47

Today Clark talks about the new Robinhood experience. A pioneer of free stock trading, Robinhood is looking to build real relationships with investors. Clark discusses how Robinhood Gold works, with incentives aligned to savings. Later in this episode - when was the last time you went to a movie theater? The world’s largest movie chain is doing mem…

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304. Under the Radar: Wealth Strategies for the Quietly Rich 41:02

9h ago41:02

41:02

In this episode of A Wiser Retirement® Podcast, Casey Smith and William Medcalf, CFP® dive into what it really means to be “quietly rich” and how smart habits, not flashy spending lay the foundation for financial independence. Related Podcast Episodes: - Ep 73: Leave a Legacy of Generosity - Ep 260: 10 Financial Habits That Lead to Long Term Succes…

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09.19.25 Clark Answers His Critics on Clark Stinks / HOTELS: What’s In A Name 41:19

5d ago41:19

41:19

Friday - Clark Stinks day! Christa shares Clark Stinks posts with Clark. Submit yours at Clark.com/ClarkStinks. Something else that stinks? Finding rats in a hotel room! Clark explains why the name on the building is no longer a guarantee when it comes to hotel chains - and how you should approach booking. Clark Stinks: Segments 1 & 2 Devalued Hote…

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#126 - Early Real Estate Mistakes and Lessons Learned 33:11

14m ago33:11

33:11

What separates pilots who want to invest from those who actually succeed? In this episode, Tait Duryea and Ryan Gibson share the real stories behind their first deals, the mistakes they made, and the lessons that still guide them today. From disastrous single-family rentals to managing multifamily properties, they explain why failure is often the b…

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Are September & October Really Bad Months to Invest? 15:21

2h ago15:21

15:21

September and October often get a bad rap in the investing world, but are they truly risky months? In this episode, Scott breaks down the truth behind these "turbulent" months. While data shows September's historical slight negative returns, it’s important to peel back the layers. If you're nearing retirement, it's crucial to understand the data an…

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09.17.25 A Homebuyer’s Budget Reckoning / First Hand Knowledge Of Second Hand Stores 30:17

7d ago30:17

30:17

A stressful, burdensome price pressure squeeze play - this describes housing costs today. So potential homebuyers have much to consider. Clark talks through how to think realistically about the real cost of home ownership. Also today, the first way to stretch a dollar is to shop second hand. A simple reminder to explore a wider area of where to buy…

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09.16.25 Ask An Advisor With Wes Moss 36:55

8d ago36:55

36:55

5 Pillars of Investing (Good Times and Bad) and How To Pay 0% on Capital Gains Investing in today's world can feel complicated, but it doesn't have to be. Fiduciary financial advisor Wes Moss breaks down the "5 Pillars of Investing" for both good times and bad. Also, he shares a powerful strategy to potentially pay 0% on your long-term capital gain…

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Realizing Big Dreams: Tools, Lessons, and Inspiration with Former Thunderbird Pilot Michelle “MACE” Curran 1:19:09

9d ago1:19:09

1:19:09

Delanie Fischer is joined by Michelle “MACE” Curran—former fighter pilot, combat veteran, and the second woman in history to fly lead solo for the U.S. Air Force Thunderbirds—to share lessons from a demanding, high-stakes career. They discuss tactics for managing fear and self-doubt, navigating pivots and reinvention, and the importance of followin…

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09.15.25 High Alert: Protect Your Accounts / Employment: Forward Thinking 32:11

9d ago32:11

32:11

In today’s show, crooks are finding new, sophisticated ways to get into your accounts. There are risks with voice ID, 2 factor authentication, spoofing, pretexting and more. Clark shares ways to protect yourself. Also, how do you “futureproof” your career with so many changes coming from AI, robotics and more? Clark discusses the value of looking a…

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09.12.25 Clark Answers His Critics on Clark Stinks / Our New Car Cost Calculator 27:08

12d ago27:08

27:08

Friday - Clark Stinks day! Christa shares Clark Stinks posts with Clark. Submit yours at Clark.com/ClarkStinks. Also today, Empowerment in Action: Our team has developed a new tool to help you make one of life’s largest purchase decisions - exclusively at Clark.com Clark Stinks: Segments 1 & 2 Car Cost Calculator: Segment 3 Ask Clark: Segment 4 Men…

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Long-Term Bullish, Short-Term Noise: A Market Reality Check 13:53

9d ago13:53

13:53

✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ Markets are unpredictable—sometimes rallying on bad news, other times tumbling for no clear reason. So how do you stay focused when headlines scream about rate cuts, job reports, and volatility? In this market update, Ryan weighs in on…

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How To Catch Up If You're Late To The Retirement Party? 19:33

5h ago19:33

19:33

Falling behind on retirement savings can feel overwhelming, especially if you’re only just hitting your financial stride in your 30s, 40s, or even 50s. In this episode, Scott tackles the big question: How do you catch up if you feel late to the retirement party? From military pilots transitioning into airlines to career changers carrying student lo…

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09.10.25 WARNING: Avoid This Credit & Debit Card Scam / Balcony Solar Power 36:05

14d ago36:05

36:05

In this episode - a Federal sweep has revealed how transactional crime rings have engineered a common scam that is emptying accounts. Clark shares the warning and tells you how to avoid having your credit or debit card information stolen. Also, electricity rates are skyrocketing, but we are not sitting ducks. A breakthrough in self-install solar is…

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09.09.25 Ask An Advisor With Wes Moss 39:39

15d ago39:39

39:39

What Really Drives the Stock Market and Why Even Perfect Estate Plans Fail Have you ever wondered why the stock market seems to be doing great while the economy feels just... okay? In this episode, fiduciary financial advisor Wes Moss explains why the stock market often tunes out economic "noise" like geopolitical events and rising unemployment. He…

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Mortality Awareness: Meaning, Motivation, and Your To-Die-For Life with Karen Salmansohn 1:01:27

14d ago1:01:27

1:01:27

Delanie Fischer is joined by Behavioral Change Expert and Bestselling Author, Karen Salmansohn, to discuss insights from her latest book, Your To-Die-For Life: How to Maximize Joy and Minimize Regret . . . Before Your Time Runs Out. Karen combines neuroscience, psychology, philosophy, and personal stories to share effective mindset hacks, exercises…

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The Yoga Of Work - Andrew Taggart 1:37:38

18h ago1:37:38

1:37:38

Click here to watch a video of this episode. Mentioned in the episode Andrew Taggart’s website Pathways to the Dao (Andrew’s Substack) Leisure: The Basis of Culture by Josef Pieper Secular Monks (article by Andrew Taggart) Why Buddhism is True by Robert Wright Pierre Hadot (Philosophy as a Way of Life) The Pathless Path by Paul Millerd (00:00) - In…

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302. What should I do five years before I retire? 34:50

1d ago34:50

34:50

Retirement isn’t just a finish line, it’s a brand new chapter. In this episode of A Wiser Retirement® Podcast, Casey Smith and Financial Advisor Michaela Dowdy outline eight key things you should focus on starting five years before retirement. While more time is always better, the 3–5 year mark is when many people get serious. Here's how to make th…

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09.05.25 A New Generation Gets Ripped Off / WARNING: Booking Travel 32:52

19d ago32:52

32:52

Today Clark addresses meme stocks and crypto schemes appearing on social media. An old scam in a new era is ripping people off big time, with the lure of finding a shortcut to wealth. Also - Booking travel at a time of instability in the industry means you could get ripped off. Clark tells you how it goes down, and has expert advice to help protect…

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Gen X Pilots, It’s Your Time To Think About Retirement 21:05

5d ago21:05

21:05

✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ Cue the mixtape of Nirvana, Madonna, and Prince… Gen X, it’s your turn to get ready for retirement. And the stakes are high. You were the first 401(k) generation, hit by two major market crashes, and now you’re entering retirement with…

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College or Retirement? Why Many Parents Are Sacrificing Too Much 19:36

5d ago19:36

19:36

According to a recent survey, the emotional and financial burden of paying for college often exceeds expectations. And it’s affecting everything from retirement plans to mental health. In this episode, Scott unpacks what families are really facing and how to make smarter decisions that won’t derail your own future. Here’s some of what we discuss in…

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AMA Episode 200 - I answer questions on parenting, courage, being a prophet, taking risks, and money 29:55

20d ago29:55

29:55

I took questions from people for episode 200. Enjoy! Click here to watch a video of this episode. (00:00) - Introduction and Podcast Background (03:08) - Future of Education and Teaching (05:29) - Thoughts on Being a Prophet (06:09) - Current Pulling Forces and Changes (08:30) - Special Hardcover Edition Plans (10:05) - Managing Financial Anxiety (…

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09.03.25 Clark’s Streaming Service Update / A Senior Facility Payment Warning 33:32

21d ago33:32

33:32

Today - How Clark saved money solving his streaming dilemma just in time for football season. Also, paying for skilled nursing, assisted living, memory care and long-term care facilities only gets more costly & complicated. Clark has a warning for those trying to navigate the system. Streaming Update: Segment 1 Ask Clark: Segment 2 Senior Facility …

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301. Crypto Update: Clarity Act, GENIUS Act, and Stablecoins 26:34

15d ago26:34

26:34

In this episode of the A Wiser Retirement® Podcast, Casey Smith sits down with Robert Swarthout, founder and CEO of Teton Crypto Capital, to discuss how fast cryptocurrency is evolving and how banks are getting involved. - Ep 296: Crypto Update: Big Beautiful Bill, GENIUS Act, & Crypto Company IPOs - Ep 286: How can I evaluate crypto as a potential…

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#125 - Oil & Gas Investing for High-Income Pilots with Mark Fleming 52:18

22d ago52:18

52:18

Can oil and gas really be a smart play for high-income professionals? In this episode, Tait Duryea and Ryan Gibson sit down with Mark Fleming, petroleum engineer and Turbine Capital’s oil & gas advisor, to break it down. From the basics of how drilling works to the tax advantages that can offset W2 income, you’ll learn the realities of this often-m…

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09.02.25 Ask An Advisor With Wes Moss 44:26

22d ago44:26

44:26

The Power of Dividend Growth Explained and Is the Midwest the Next Silicon Valley? Should we fall in love with dividends? Fiduciary financial advisor Wes Moss tackles the classic debate of stocks versus bonds with a deep dive into the power of dividends. Using data going back 45 years to 1980, Wes reveals how an investment in the S&P 500 would have…

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“You’re So Sensitive”: Understanding Everyday Microaggressions, Implicit Bias, and Best Practices with Billie Lee & Dr. Gina Torino 45:20

23d ago45:20

45:20

Delanie Fischer is joined by Billie Lee—comedian, activist, and the first openly transgender cast member on BravoTV’s Vanderpump Rules—and Dr. Gina Torino, psychologist and microaggression expert, to share insights from their book, Why Are You So Sensitive?: Navigating Everyday, Unintended Microaggressions. They discuss why microaggressions aren’t …

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300. Built to Last: The History and Future of Wiser Wealth Management 51:39

8d ago51:39

51:39

In this episode of A Wiser Retirement® Podcast, we celebrate hitting a major milestone, 300 episodes! In this special episode, President Casey Smith and Senior Financial Advisor Shawna Theriault, CFP®, CPA, CDFA®, reflect on the history of Wiser Wealth Management, the growth of the podcast, and the firm’s mission to provide real, relationship-drive…

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08.29.25 Clark Answers His Critics on Clark Stinks / SCAM WARNING: Healthcare Plans 35:40

26d ago35:40

35:40

Friday - Clark Stinks day! Christa shares Clark Stinks posts with Clark. Submit yours at Clark.com/ClarkStinks. Also today, the high cost of REAL health insurance is driving a surge in low cost health “coverage” being pitched to both individuals and small businesses - plans that are either bad, or worse, total scams. Clark Stinks: Segments 1 & 2 Bo…

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Rethink Your Thinking: The Case for Whole Life Insurance 39:53

12d ago39:53

39:53

✈️ Retire Pilots the Right Way! 🎁 Grab your FREE Retirement Toolkit now → https://d74164fb.pages.infusionsoft.net/ What if the safest part of your portfolio wasn’t bonds, but something with guarantees, liquidity, and tax advantages? In this special episode, we’re sharing Ryan’s recent appearance on the Wealth Warehouse podcast, where he sat down wi…