The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots

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There’s a point in your career where your 401(k) strategy should change, and for many pilots, it happens around $400K of income. Scott breaks down why that number matters and how it impacts both your tax strategy and where your money ultimately end...

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Pilots have access to some of the best retirement benefits out there, but that doesn’t mean everything is set up the right way. Scott introduces a simple framework to help clarify how your money is structured and working for you. It’s about being i...

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✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

Your tax return isn’t just paperwork, it’s feedback. Every year, it shows you exactly how efficient (or inefficient) your strategy really is. The problem is, most people glance at the number they owe or get back, and move on, missing the bigger pic...

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What does a mission to the moon have to do with your retirement plan? More than you might think. The Artemis mission is one of the most complex, carefully planned endeavors in the world, and it offers a powerful lens for thinking about your financi...

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March Madness brackets are fun… until they fall apart. But what happens when that same mindset shows up in your financial decisions? In this episode, Scott draws smart parallels between bracket predictions and investing behavior. From bias and rece...

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✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

Is successful investing about skill or simply being lucky? In this St. Patrick’s Day–themed episode, the conversation explores the popular idea of “luck” in investing and why relying on it can be risky. Scott explains how many investors mistake luc...

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✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

For many people, retirement saving feels simple: contribute to the 401(k) and call it a day. But what happens when you want to save more than that? Scott explains how to think about saving and investing outside a workplace plan and why a good strat...

📱 Get your customized planning started by booking a call: http://callosborn.com/ 

✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

Every time global tensions flare up, the same question resurfaces: should investors make a move? Oil spikes. Headlines turn dramatic and talking heads predict disaster. Scott zooms out and examines what history shows, what usually happens next, and...

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✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

The “Backdoor Roth” might sound complicated - or even questionable - but it’s completely legal and incredibly powerful. In this episode, Scott demystifies how high-income earners can legally build tax-free retirement income using a simple, repeatab...

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✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

Filing your taxes checks a box, but it doesn’t tell you if you’re leaving opportunities on the table. Scott breaks down the difference between simply getting a return done and having a long-term tax plan. You’ll also hear why timing, coordination, ...

📱 Get your customized planning started by booking a call: http://callosborn.com/ 

✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/

Most people know financial planning is important, but few really understand what happens after you say “yes” and become a client. Scott pulls back the curtain on his step‑by‑step planning process, specifically through the lens of pilots. You’ll get...

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Geopolitical headlines are louder than ever- but should they influence your investment decisions? In this episode, Scott explains why reacting to global events, elections, or policy noise often does more harm than good. Using real-world exampl...

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After a year marked by volatility, uncertainty, and more than a few economic curveballs, it’s understandable if optimism doesn’t come easily. But at least one economist is arguing that the outlook for 2026 may be brighter than many people expe...

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A new government-backed savings account for kids is on the way, and on the surface, it sounds like a win. Free money, long-term investing, and a head start for the next generation. But once you look closer, Trump Accounts raise some questions....

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A new year is the perfect time to revisit the numbers driving your retirement plan- and in this episode, Scott walks through the most important 401(k) updates pilots need to understand for 2026. From standard contribution limits to catch-up an...

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✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.html

As the year comes to a close, it’s the perfect time to pause, reflect, and reset. Scott looks back on the wins, challenges, and lessons from 2025, both financially and personally, while setting the stage for smarter planning in 2026...

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✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.html

Scott breaks down United Airlines’ cash balance plan for pilots and explains how it addresses overfunded 401(k) accounts. He covers how the plan works, the benefits of tax-deferred growth, and how to decide between the Cash Balance ...

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✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.html

As the new year approaches, Scott breaks down the key planning numbers and contribution limits pilots need to understand before 2026 kicks off. This episode is all about checking your settings, updating your strategy, and making sur...

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✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.html

Scott breaks down the brand-new Market-Based Cash Balance Plan (MBCB) and what this decision means for American Airlines pilots hitting their 401(k) limits. The goal isn’t to push pilots one way or the other, but to help you underst...