The Pilot Money Guy Podcast

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It’s easy to get distracted by the latest hot investment, market headline, or fund that just had a great run. For the 100th episode, Scott is celebrating by tackling Shiny Object Syndrome and the investing habits that can pull a long-term retirement strategy ...

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According to a recent Kiplinger article, there are five keys to a retirement plan that hold up over time. They all happen to start with the same letter— which either means it's a great framework or someone really wanted it to work out that way. In this episod...

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Politics and portfolios don’t always mix, but midterm season makes it really tempting to try. Scott breaks down why election headlines can lure investors into market timing, even though the data just doesn’t back bailing on a long-term plan. You’l...

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✈️ Order your no-cost Pilot Money Toolkit today: https://pilotmoneyguy.com/toolkit/

Making it to a major airline can feel like reaching the destination, but financially, it is really the start of a new flight plan. In this episode, Scott explains why new hires should give themselves time to settle into training and onboarding, then quickly turn th...

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✈️ Order your no-cost Pilot Money Toolkit today: https://pilotmoneyguy.com/toolkit/

Hitting age 50 in the cockpit? That’s your cue to get serious about the next mission, turning years of flying into a well-fueled retirement plan. In this episode, Scott walks pilots through how to rethink contributions and start building more tax-efficient in...

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

✈️ Order your no-cost Pilot Money Toolkit today: https://pilotmoneyguy.com/toolkit/

Wondering if these new “Trump accounts” are really worth your attention as a pilot? Scott breaks down where these kids’ IRAs fit into your overall flight plan and why funding priorities matter more than chasing the latest headline strategy. Stick ...

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

✈️ Order your no-cost Pilot Money Toolkit today: https://pilotmoneyguy.com/toolkit/

When the market keeps hitting new highs, it’s easy to wonder whether you should keep investing, sit in cash, or wait for the next dip. But expensive markets don’t automatically mean bad opportunities — and sitting on the sidelines can create risks...

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

✈️ Order your no-cost Pilot Money Toolkit today: https://pilotmoneyguy.com/toolkit/

What does it really take to turn a career’s worth of savings into a reliable retirement paycheck? In this episode, Scott breaks down how pilots can start thinking about retirement income without overcomplicating the process. It’s a practical conversatio...

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

✈️ Order your no-cost Pilot Money Toolkit today: https://pilotmoneyguy.com/toolkit/

What does financial freedom actually mean, and how do you achieve it? In this special Independence Day episode, Scott uses America's 250th anniversary as a reminder that financial independence is built through intentional decisions, not luck. Break free from autopi...

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SpaceX's highly anticipated public debut has investors everywhere wondering if they're missing the next big opportunity. Scott breaks down the hype surrounding IPOs and explores how disciplined investors can avoid costly emotional ...

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High income can feel like freedom, but for many pilots it quietly becomes a trap. In this episode, Scott unpacks the “golden handcuffs” that show up as lifestyle creep, overwork, and financial pressure. You’ll hea...

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

Tax deductions sound great… until you start looking at the tradeoffs hiding underneath the surface. In this episode, Scott breaks down the hidden risks of market-based cash balance plans and why many pilots may be overvaluin...

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

Pensions used to do the heavy lifting for retirement planning, but now, most workers are expected to figure it out on their own. In this episode, Scott explains why traditional pensions are disappearing and what it means to create ...

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

Scott tackles one of the most uncomfortable- but most important- topics every pilot family needs to address: what happens if you’re suddenly gone? Even highly successful people often leave behind confusion, stress, and financ...

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Pilots are facing tough headlines at Spirit Airlines, and this episode tackles how to survive career turbulence without blowing up your financial future. Scott shares a tough but important reality for pilots: career turbulence can ...

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Your 401(k) is likely the largest financial asset you’re building, but that doesn’t mean it’s set up the right way. Scott walks through three common mistakes pilots make that can quietly impact long-term results. ...

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

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 yo...

📱 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/

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 ...

📱 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/

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 mo...