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
Pilots: Get Your Estate Plan Done This Year!
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Pilots: Don't Miss These Year-End 401(k) Moves!
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Why Target Date Funds Are Failing Pilots in Their Final Decade
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Treasury Yield Drama: What the Headlines Are Missing
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Funding the Big Purchase Without Wrecking Your Portfolio
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Interest Rates Move Markets — Why They Shouldn't Move You
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Five Ways Pilots Can Cut Their Tax Bills
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Inheriting the Nest Egg- What Pilots Need to Know
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Shiny Object Syndrome: The 401(k) Mistakes That Cost Pilots
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
The 5 D’s of Retirement
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Why Politics (and the Midterms) Are Bad Investment Policy
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
3 Key Money Moves for New Major Airline Pilots
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
3 Key Moves for Pilots Over 50
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Trump Accounts Are Live: Should You Open One?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
"The Market Is Expensive" - So What Do You Actually Do?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
Retirement Income 101 — The Four Numbers That Run Your Entire Plan
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
250 Years of American Freedom — Are You Actually Financially Free?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost Pilot Money Toolkit today…
- The Pilot Money Guy Podcast
IPOs, SpaceX, and Why "I Should Have Bought That" Is Almost Never True
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
The Golden Handcuffs Trap: When High Income Starts Destroying Your Freedom
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Why Pilots Should Think Twice About Market-Based Cash Balance Plans
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Pensions Are Dying: Here’s How to Build Your Own
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
The ‘When I Die’ Flight Plan: Estate Planning Every Pilot Family Needs
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Spirits Down: How to Survive Tough Times Without Self-Sabotage
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
3 Mistakes Pilots Make with Their 401k
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
The $400K Rule: When Pilots Need To Rethink Their 401(k) Strategy
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
The “ACE Method” for Pilot Investing
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Your Tax Return Is a Report Card- Are You Passing?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Financial Lessons From Artemis Mission
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
What March Madness Teaches About Your Money
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Is It Better To Be Good or Lucky In Investing?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Where to Put Money Other Than A 401K
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Geopolitical Tension: Invest or Pull Back?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
The Backdoor Roth: A Powerful Strategy For High-Income Pilots
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Pilot Taxes: Tax Filing vs Planning (And Why It Matters)
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
What to Expect When You Become A Financial Planning Client
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Should Geopolitics Drive Your Investing?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Should Pilots Listen To Economists In 2026?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Trump Accounts: Free Money or Future Headache?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
401(k) Contribution Limits for 2026: What Pilots Need to Know
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today…
- The Pilot Money Guy Podcast
Year-End Financial Reflection & Planning For 2026
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today…
- The Pilot Money Guy Podcast
United Airlines Cash Balance Plan: Allocating Your Contributions
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today…
- The Pilot Money Guy Podcast
2026 Key Planning Numbers Every Pilot Should Know
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today…
- The Pilot Money Guy Podcast
MBCB Plan for American Airlines: Should You Opt In or Not?
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today…
- The Pilot Money Guy Podcast
Thanksgiving, Gratitude & Growing Wealth: Essential Pilot Financial Strategies
📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today…
- The Pilot Money Guy Podcast
Automating Savings Outside of 401k For a Smarter Retirement
Most pilots automate their 401(k) savings without thinking about it, but what about everything outside that one account? Scott breaks down how to automate…
- The Pilot Money Guy Podcast
Delta Pilots: Unlocking the Power of Your NQDC Plan
In this episode, Scott breaks down the Delta Non-Qualified Deferred Compensation (NQDC) plan, showing how it differs from a traditional 401(k) and how you can…
- The Pilot Money Guy Podcast
The Market Is Scary Good. What Does That Mean For You?
When the market feels unstoppable, it’s easy to wonder if now’s the time to invest or sit tight and wait for the next drop. In this episode, Scott explains…
- The Pilot Money Guy Podcast
Are Bonds Back? What Pilots Need To Know in 2025
Bonds used to be the ‘boring’ part of a portfolio. They were considered safe, steady, and not very exciting. But with yields at multi-decade highs, a lot of…
- The Pilot Money Guy Podcast
401(k) Misconceptions: What Pilots Need to Know About Taxes, Contributions & Strategy
Most people know their 401(k) is key to retirement, but few understand how each account type affects their taxes and long-term flexibility. This episode breaks…
- The Pilot Money Guy Podcast
Should You Have More Than One Financial Advisor?
If having two financial advisors sounds like double the wisdom, think again. In this episode, Scott explains why splitting your money between multiple advisors…
- The Pilot Money Guy Podcast
That Didn’t Age Well: Investment Predictions Gone Wrong
Some financial gurus love to predict doom and gloom, but what happens when their “I told you so” doesn’t actually hold up? In this episode, Scott takes a hard…
- The Pilot Money Guy Podcast
The Truth About Downsizing in Retirement
Downsizing in retirement often sounds like an easy decision, but it’s rarely that simple. In this episode, Scott breaks down some of the most common downsizing…
- The Pilot Money Guy Podcast
Are September & October Really Bad Months to Invest?
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…
- The Pilot Money Guy Podcast
How To Catch Up If You're Late To The Retirement Party?
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…
- The Pilot Money Guy Podcast
College or Retirement? Why Many Parents Are Sacrificing Too Much
According to a recent survey, the emotional and financial burden of paying for college often exceeds expectations. And it’s affecting everything from…
- The Pilot Money Guy Podcast
Are You Wealthier Than You Think? 5 Wealth-Building Habits for Pilots
Most people don’t feel wealthy. But what if your day-to-day habits are quietly building serious financial strength? A recent article from Kiplinger outlined…
- The Pilot Money Guy Podcast
Pilots: Can You Pass This Retirement Planning Quiz?
The kids may be heading back to class, but it’s not a bad time for adults to hit the books too, especially when it comes to retirement. So, let’s test your…
- The Pilot Money Guy Podcast
Top 3 Rental Property Mistakes Pilots Should Avoid
This week, Scott sits down with Jason Watson from WCG CPAs and Advisors to talk about the top 3 mistakes high-income pilots should avoid when investing in…
- The Pilot Money Guy Podcast
The 7 Deadly Investment Sins (Pt. 2) Fear, Greed & Impatience
We’re back for Part 2 of the “7 Deadly Sins of Investing,” and these final three may be the hardest to overcome, because they’re not technical; they’re…
- The Pilot Money Guy Podcast
The 7 Deadly Sins of Investing (Pt. 1) – Market Timing, Diversification Mistakes & More
We’re kicking off a special two-part series on the “7 Deadly Sins of Investing.” In this first installment, Scott unpacks four of the biggest behavioral…