Scott Osborn
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 financial trajectory. Whether you're an aviation professional or just fascinated by the financial skies pi...
Author
Scott Osborn
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
Post-Election Check In: Talking TCJA, DOGE, Tariffs & More 14.11.2024 14:49
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. While many of the proposed changes are still in the early stages and subject to change, today’s episode dives into some of the major topics that could shape 2025 and beyond. From tax policy to corporate strategies, it’s time to start thinking a...
What Elections Mean For Taxes 07.11.2024 14:21
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 national debt skyrocketing to $36 trillion, the results of this election could significantly influence future tax policies. Join us as we explore the differing approaches to taxation from the two major political parties and how these changes...
Do Elections Really Impact Your Investments? 31.10.2024 16:02
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 portfolios. So in today’s episode, we’re going to spend some time talking about the impact of political shifts on the stock market. Here’s some of what we discuss in this episode: 0:00 – Intro 3:39 – Not letting politics influence your inv...
Career Contingency Strategies for Pilots 24.10.2024 14:03
In the world of aviation, pilots are trained to handle unexpected challenges like turbulent weather or technical malfunctions. Yet, one area that often gets overlooked is planning for potential setbacks in their own careers. In today’s episode, we’re discussing strategies to help pilots stay prepared for unexpected career disruptions. Scott and Marc focus on two major areas of concern for pilots:...
Disability & Long-Term Care Planning for Pilots 17.10.2024 11:12
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 pilot's financial strategy. Given the unique nature of their profession, pilots face specific risks that can impact their ability to work. It’s important for them to ensure their income is adequately protected, especially in the even...
Contingency Planning- Creating Your “When I Die” Plan 10.10.2024 13:54
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 an often avoided but essential topic: contingency planning. While it might not be the most enjoyable conversation, it's one that can’t be ignored. Tune in as we discuss the importance of having a comprehensive strategy in place, partic...
What Is Contingency Planning? (And Why It’s Important!) 03.10.2024 12:45
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 why it’s so important to have a plan for when things go wrong. In today’s episode, we’re talking about contingency planning- what it is and why it’s important for your financial life. We'll explore how being prepared for the unexpe...
Tax Prep Vs Tax Planning: What’s The Difference? 26.09.2024 11:25
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 preparation- looking back at the past year, compiling necessary forms, and filing your taxes. Tax planning, on the other hand, is a proactive strategy. It involves looking ahead and making decisions that will minimize your tax liability in the futu...
What You Need To Know About Fed Rate Cuts (Sept 2024 Update!) 19.09.2024 14:23
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 reduction. Scott has had several clients reach out to him about this unexpected move. So in today’s episode, we’ll talk about the implications of this decision, especially for those nearing retirement or facing major financial decisions. Her...
Dealing with Market Volatility 05.09.2024 13:13
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 significantly impact the overall journey. Similarly, market volatility is a natural part of investing, but it doesn’t have to derail your plan. Here’s some of what we discuss in this episode: 0:00 – Intro 2:14 – Making adjustments alon...
Tax Planning: 401k Vs Roth 401k 29.08.2024 12:01
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 between traditional 401ks and the increasingly popular Roth 401k when it comes to taxes. For pilots, the 401k is often the largest wealth-building tool, so it’s very important to understand how to navigate them and how they could affect your...
Understanding Interest Rates and Stock Investments 22.08.2024 10:56
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 market and potential rate changes on the horizon, it's crucial to understand how these factors can affect your financial strategy, especially for those nearing retirement. Stay tuned as we break down how interest rates impact various sectors...
Election Cycles & Your Investments: What Pilots Need to Know 15.08.2024 10:24
Election years can stir up uncertainty, especially in the financial markets. But how should pilots, with their unique financial situations, navigate this turbulence? Stay tuned as Scott and Marc dive into the effects of election cycles on investing, finance, and retirement planning. Here’s some of what we discuss in this episode: 0:00 – Intro 0:38 – The stock market’s volatility 5:08 – Staying inv...
Traditional vs. Roth IRA: What You Need To Know! 01.08.2024 10:38
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 long-term financial picture? In this week’s episode, Scott will cover the differences between traditional and Roth IRAs. Stay tuned as he helps you understand the basics and breaks down some of the long-term tax implications to keep in mind. ...
Investing 101 For Pilots! 25.07.2024 13:12
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 challenges and opportunities pilots face when it comes to managing their investments and more with Scott Osborn, the Pilot’s Planner. Here’s some of what we discuss in this episode: 0:00 – Intro 0:40 – DIY planning vs working with a...
Navigating The Financial Red Zone 19.07.2024 9:15
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. Mistakes made during this period can have long-lasting repercussions, potentially derailing your retirement plans. Tune in as Scott explains why this 15-year period is so critical and shares valuable insights on navigating it effectively! Here’s so...
Welcome To The Wealthy Pilot's Podcast! 19.07.2024 11:28
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 closely with pilots from various backgrounds, Scott understands the unique challenges they face. His mission is to help pilots navigate challenges, avoid common mistakes, and adopt best practices for financial success. So, what can you expec...
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