Shows / The Pilot Money Guy Podcast
The Pilot Money Guy Podcast
Welcome to The Pilot Money Guy Podcast, where we navigate the skies of financial success with your host, Scott Osborn. Each episode, we soar through the challenges and opportunities unique to pilots, from debunking myths to mastering best practices in financial planning and investing. As demand for pilots reaches new heights, so too does the complexity of their financial landscapes. With Scott's expertise, we tackle common pitfalls and strategic wins that can significantly boost a pilot's…
Episodes
- The Pilot Money Guy Podcast
Investing During All-Time Highs: Strategies For Success
The market’s hitting record highs, but does that mean it’s too risky to invest right now? In this episode, Scott breaks down what all-time highs actually mean…
- The Pilot Money Guy Podcast
Financial Advisor Reacts To Dave Ramsey’s 9-Step Retirement Plan
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 Pilot Money Guy Podcast
The Big Beautiful Bill Breakdown: What It Means For You
The Big Beautiful Bill (BBB) is here, and with it comes tax updates that could shape your financial strategy for years to come. In this episode, Scott and Marc…
- The Pilot Money Guy Podcast
5 Types of Independence Every Retiree Needs
As we celebrate the Fourth of July, this episode explores what independence truly looks like in retirement, beyond fireworks and freedom. Scott dives into five…
- The Pilot Money Guy Podcast
Smarter Estate Planning: Why You Need a Plan Now
Estate planning is something we all know we should do, but it’s often pushed to the bottom of the list. In this episode, Scott shares a heartbreaking real-life…
- The Pilot Money Guy Podcast
Retirement Breaking News: The 4% Rule Gets a Makeover?
The 4% rule gets talked about like gospel in retirement planning. But let’s be honest, it’s always been more of a rough guess than a golden rule. Now, its…
- The Pilot Money Guy Podcast
The Lazy Way to Retire? Let’s Talk Target-Date Funds
Target-date funds just passed $4 trillion in assets. They’re now the default investment in many 401(k)s, and millions of Americans are using them without…
- The Pilot Money Guy Podcast
5 Ways Wishful Thinking Can Damage Your Retirement
A little hope is good for the soul, but when it comes to retirement planning, wishful thinking can lead to serious financial mistakes. Today, Scott’s walking…
- The Pilot Money Guy Podcast
Why Type A Investors Should Probably Do Less
Today, we’re talking about Type A personalities. If you’re driven, competitive, and goal-oriented, then you’re part of the club that often struggles during…
- The Pilot Money Guy Podcast
Am I Saving Too Much For Retirement?
We’ve all heard that Americans don’t save enough for retirement, but what if the opposite is true for you? Can you save too much? In this episode, Scott…
- The Pilot Money Guy Podcast
Are We Headed Towards a Recession? How to Prepare Yourself
Recession fears are back in the headlines, but should they be back in your financial plan, too? We’re in the middle of earnings season and data is coming in…
- The Pilot Money Guy Podcast
Retirement Lessons From The Masters (Part 2)
In part two of this special Masters series, Scott takes us to the “back nine”- the final stretch of retirement planning where pressure builds and smart…
- The Pilot Money Guy Podcast
Retirement Lessons From The Masters (Part 1)
The Masters is a beautiful reminder of just how much strategy, patience, and long-term focus goes into a great round of golf. Turns out, retirement works a lot…
- The Pilot Money Guy Podcast
Liberation Day: Is 2025 A Bad Time To Retire?
Plenty of people have concerns about stock market volatility, a potential recession on the horizon, and fears for the economy amidst federal layoffs and…
- The Pilot Money Guy Podcast
Infinite Banking: The Smarter Way to Build Wealth
What if you could become your own banker and take control of the way you finance your life? Today we’re excited to welcome on Brian Moody and Hans Tooey of…
- The Pilot Money Guy Podcast
How Side Gigs Impact Your Retirement Portfolio
Thinking about starting a side gig? Many pilots explore side hustles like real estate or passion projects, but how do these extra income streams impact…
- The Pilot Money Guy Podcast
Do Smart Investors Need a Financial Advisor?
If you’ve spent years successfully managing your own investments, do you really need a financial advisor? Scott works with a lot of highly skilled, intelligent…
- The Pilot Money Guy Podcast
What Do Proposed Tariffs Mean For Your Portfolio?
The day President Trump took office, he announced plans to implement a 25 percent tariff on goods from Mexico and Canada. Additional tariff conversations have…
- The Pilot Money Guy Podcast
Money Questions Every Couple Needs To Discuss
Valentine’s season is all about love, but let’s be honest, money plays a huge role in any relationship. Whether you’ve been together for decades or are just…
- The Pilot Money Guy Podcast
Need Cash Fast? The Best (and Worst) Ways for Pilots to Borrow Money
Whether it's for a home remodel, a major purchase, or just to cover unexpected expenses, where should you turn for cash when you need it? In today’s episode…
- The Pilot Money Guy Podcast
Should You Own Airline Stock?
Should you own airline stock? With the airline industry experiencing a rollercoaster of performance this past year alone, it’s an interesting question to…
- The Pilot Money Guy Podcast
What Pilots Should Do With Their Profit-Sharing Bonus
Delta’s record-breaking $1.4 billion profit-sharing payout for 2024 has employees buzzing, with many set to receive an average of five weeks’ pay as their…
- The Pilot Money Guy Podcast
Fiduciary Failure? Lessons From the American Airlines ESG Lawsuit
In this episode, Scott and Marc chat about a recent lawsuit filed by an American Airlines pilot, which challenged the integration of ESG criteria into the…
- The Pilot Money Guy Podcast
Additional Places to Save Beyond Your 401(k) in 2025
We’ve all heard about the importance of contributing to a 401(k) for retirement. But is it really enough on its own? For some, maybe it is, but it’s always…
- The Pilot Money Guy Podcast
Where Pilots Should Contribute Their Earnings In 2025
In this episode of the Wealthy Pilots Podcast, Scott Osborn breaks down where to contribute your money in 2025. Learn why diversifying your savings across…
- The Pilot Money Guy Podcast
United Airlines Pilots Reject Their 2024 Contract?
In this episode of The Wealthy Pilot's Podcast, we discuss recent developments in market-based cash balance plans within the airline industry, focusing on…
- The Pilot Money Guy Podcast
What Fed Rate Cuts Could Mean for Your Finances in 2025
In this episode of The Wealthy Pilot's Podcast, Scott and Marc break down the latest Federal Reserve rate cuts and explore what they mean for the economy…
- The Pilot Money Guy Podcast
End of Year Financial Planning for Airline Pilots
As the year draws to a close, it's the perfect time to take a step back and review your financial planning. In this episode, Scott discusses important year-end…
- The Pilot Money Guy Podcast
Protecting Your Finances During Airline Turmoil
In this episode of The Wealthy Pilots Podcast, Marc and Scott dive into the current state of the airline industry and chat about both the challenges and…
- The Pilot Money Guy Podcast
Got A Side-Hustle? Make Sure You Learn About BOIR E-Filing
In Scott’s line of work, it’s common to see pilots who are juggling a side hustle or business. That’s why this week, we’re diving into the Beneficial Ownership…
- The Pilot Money Guy Podcast
Post-Election Check In: Talking TCJA, DOGE, Tariffs & More
Election season has finally come to a close and we’re turning our focus to the potential impacts on the economy and financial planning in the coming years…
- The Pilot Money Guy Podcast
What Elections Mean For Taxes
Election week 2024 is upon us, so today, we’re taking a close look at what political shifts could mean for taxes and your overall financial strategy. With the…
- The Pilot Money Guy Podcast
Do Elections Really Impact Your Investments?
Halloween isn't the only thing spooking people this week. With the election just days away, many investors are wondering how this season will impact their…
- The Pilot Money Guy Podcast
Career Contingency Strategies for Pilots
In the world of aviation, pilots are trained to handle unexpected challenges like turbulent weather or technical malfunctions. Yet, one area that often gets…
- The Pilot Money Guy Podcast
Disability & Long-Term Care Planning for Pilots
As we continue our discussion on contingency planning, today's focus shifts to disability and long-term care. Disability insurance is a vital component of a…
- The Pilot Money Guy Podcast
Contingency Planning- Creating Your “When I Die” Plan
Having both an “if I die young” and a “when I die” plan is something we all need. In this week’s episode of the Wealthy Pilots Podcast, Scott and Marc discuss…
- The Pilot Money Guy Podcast
What Is Contingency Planning? (And Why It’s Important!)
In life, not everything goes according to plan. Whether you're flying a plane or managing your finances, unexpected challenges can arise at any moment. That’s…
- The Pilot Money Guy Podcast
Tax Prep Vs Tax Planning: What’s The Difference?
Most of us think about taxes once a year, around April 15th. We gather our documents, either to do it ourselves or hand them over to a CPA. This is tax…
- The Pilot Money Guy Podcast
What You Need To Know About Fed Rate Cuts (Sept 2024 Update!)
As of yesterday, the Federal Reserve announced a larger-than-expected interest rate cut of 50 basis points, surprising many who anticipated a smaller 25-point…
- The Pilot Money Guy Podcast
Dealing with Market Volatility
If you’ve ever flown on a plane, you’ve likely experienced some turbulence along the way. While it’s an uncomfortable feeling, in most cases, it often doesn't…
- The Pilot Money Guy Podcast
Tax Planning: 401k Vs Roth 401k
Tax planning might not be the most exciting topic, but it's certainly an important one. In this week’s episode, Scott and Marc chat about the differences…
- The Pilot Money Guy Podcast
Understanding Interest Rates and Stock Investments
This week on the Wealthy Pilot’s Podcast, we’re focusing on interest rates and their impact on the stock and bond market. With recent fluctuations in the…
- The Pilot Money Guy Podcast
Election Cycles & Your Investments: What Pilots Need to Know
Election years can stir up uncertainty, especially in the financial markets. But how should pilots, with their unique financial situations, navigate this…
- The Pilot Money Guy Podcast
Traditional vs. Roth IRA: What You Need To Know!
Many people default to Traditional IRAs or 401(k) plans simply because it's the path of least resistance. But is this always the best strategy for your…
- The Pilot Money Guy Podcast
Investing 101 For Pilots!
This week on The Wealthy Pilots Podcast, we're diving into one of the key components of a solid financial strategy: investing. We'll be discussing the unique…
- The Pilot Money Guy Podcast
Navigating The Financial Red Zone
Have you ever heard of the financial red zone? This is the crucial window spanning the last ten years before retirement and the first five years after…
- The Pilot Money Guy Podcast
Welcome To The Wealthy Pilot's Podcast!
Welcome to The Wealthy Pilot’s Podcast with Scott Osborn, a seasoned retirement coach at Patriot Wealth Planners and an esteemed 18-year Army veteran. Working…