Pilot’s Portfolio
Timothy Pope’s Pilot’s Portfolio podcast is provided for general information purposes only and does not constitute accounting, legal, tax or other professional advice. Listeners should not act upon the content or information found here without first seeking appropriate advice from an accountant, financial planner, lawyer or other professional.
Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity.
Episodes
42 episodes
Is your 401k a Scam?
In this episode, Tim asks the question many pilots hear in the cockpit: Is your 401(k) a scam? He walks through why 401(k)s exist, how they replaced pensions, and what today’s airline plans actually offer: contribution mechanics, investment men...
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Season 2
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Episode 14
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22:13
How will the New Tax Bill Affect Your Bottom Line?
In this episode, Timothy P. Pope, CFP®, discusses the newly signed "One Big Beautiful Bill Act" (OBBBA), breaking down the key tax changes and how they'll directly affect your bottom line. Tim explains the impact of maintaining current tax brac...
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Season 2
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Episode 13
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20:10
What Happens If I Lose My Medical At United Airlines
In this final episode of the Loss of Medical series, Timothy P. Pope, CFP® turns the spotlight on United Airlines. Tim offers a full breakdown of United’s disability coverage—from how benefits are calculated to the contractual caps and offsets ...
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Season 2
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Episode 12
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20:24
What Happens If I Lose My Medical At Southwest Airlines
In this episode of Pilot’s Portfolio, Timothy P. Pope, CFP® continues the Loss of Medical series with a deep dive into what happens if a Southwest Airlines pilot loses their medical. Tim outlines why Southwest’s program may be the most...
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Season 2
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Episode 11
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23:32
What Happens If I Lose My Medical At Delta Air Lines
In this detailed solo episode of Pilot’s Portfolio, Timothy P. Pope, CFP® walks Delta pilots through everything they need to know if they lose their medical and can’t fly. From contractual long-term disability benefits and the Delta Pi...
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Season 2
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Episode 10
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27:03
Tim Shares Big News + Real Estate Market Trends with Kevin Walker
In this special episode of Pilot's Portfolio, Timothy P. Pope, CFP® sits down once again with Kevin Walker, CEO of Beacon Relocation, to break down current trends in the housing market that every pilot should be paying attention to. Fr...
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Season 2
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Episode 9
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34:15
What Happens If I Lose My Medical At American Airlines
In this focused solo episode, Timothy P. Pope, CFP®, breaks down what happens if an American Airlines pilot loses their medical and becomes unable to fly. Tim reviews the employer-provided long-term disability plan, the union-sponsored POD and ...
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Season 2
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Episode 8
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20:46
Don't Let Market Turbulence Derail Your Financial Goals
In this episode of Pilot’s Portfolio, Timothy P. Pope, CFP® shares practical strategies for building financial resilience in volatile times. Drawing parallels between aviation safety and financial planning, Tim explains how pilots can strengthe...
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Season 2
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Episode 7
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19:49
Tax-Savvy Investing for Pilots: A Deep Dive into Oil & Gas
Join Timothy P. Pope, CFP®, and John Engel, COO of Gulf Coast Western, as they discuss strategic investment opportunities in the oil and gas sector that could help high-earning pilots. This episode offers an insider look into tax benefits and h...
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Season 2
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Episode 6
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54:01
Flying West: Preparing Your Estate as a Pilot
Join Timothy P. Pope, CFP®, in a profoundly important episode of Pilot's Portfolio, where he tackles the uncomfortable yet crucial topic of estate and financial planning for pilots. With a recent tragic aviation incident as a backdrop, Tim high...
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Season 2
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Episode 5
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21:29
Pilot in Command: Navigating Market Turbulence
In this insightful solo episode, Timothy P. Pope, CFP®, explores how pilots can maintain command over their personal finances amidst market turbulence and external economic factors. Tim emphasizes the importance of focusing on what pilots can c...
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Season 2
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Episode 4
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20:14
Maximizing Real Estate Savings: A Pilot's Guide with Kevin Walker
Join Timothy P. Pope, CFP®, and Kevin Walker, CEO of Beacon Relocation as they discuss real estate benefits specifically tailored for pilots and air traffic controllers. Recorded shortly after the PSA and army helicopter crash, this episode ack...
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Season 2
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Episode 3
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30:00
2025 Retirement Update: What Pilots Need to Know
Join Timothy P. Pope, CFP®, in this informative episode of Pilot's Portfolio as he discusses the latest updates and changes in retirement contributions for pilots. Tim discusses the implications of increased contribution limits and how these ad...
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Season 2
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Episode 2
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19:03
Pilot’s Portfolio: What’s Changing in 2025?
Welcome to "Pilot's Portfolio" formerly known as the Pilot Money Podcast. In our inaugural episode of the new season and under a new banner, Timothy P. Pope, CFP®, reintroduces the show with fresh insights and a ...
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Season 2
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Episode 1
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18:10
Best Of Season 1
Join Timothy P. Pope, CFP®, as we soar through the most impactful moments of our inaugural season on the Pilot Money Podcast. This special episode compiles the best insights, advice, and discussions from the past year, featuring key financial s...
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Season 1
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11:18
Wrap Up Your Year: Key Financial Moves Before 2024 Ends
Join Timothy P. Pope, CFP®, as he dives into crucial year-end financial strategies that can significantly impact your financial health. As 2024 draws to a close, Tim emphasizes the importance of making timely decisions that utilize year-end fin...
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Season 1
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Episode 26
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19:17
Rates Have Dropped, Should I refi? Mortgage Tips with NMLS 2498573 Bobby Baker
Join Timothy P. Pope, CFP®, as he welcomes NMLS 2498573 Bobby Baker, an experienced aviator and mortgage specialist with Trident Home Loans, to the Pilot Money Podcast. In this episode Bobby shares his dual expertise in aviation and home financ...
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Season 1
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Episode 25
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44:40
Optimizing Benefits: Open Enrollment Strategies for Pilots
Join Timothy P. Pope, CFP®, as he explores what to expect during open enrollment, a key time for pilots to reassess and select their benefits for the upcoming year. As we approach the end of 2024, it's essential to make informed decisions that ...
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Season 1
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Episode 24
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18:38
Real Talk for Transitioning Veterans with Nik Fialka
Join Timothy P. Pope, CFP®, in a special crossover episode from his appearance on the "Ready 4 Pushback" podcast, hosted by Nik Fialka, recorded on March 18, 2024. In this episode, Tim shares financial advice for pilots, particularly focusing o...
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Season 1
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Episode 23
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40:15
Helping Hurricane Helene Victims | Operation Airdrop
In this special episode of the Pilot Money Podcast, Timothy P. Pope, CFP®, focuses on the remarkable efforts of pilots providing disaster relief following Hurricane Helene. As the storm wreaked havoc from Florida to Virginia, causing unpreceden...
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Season 1
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18:34
Take Command of Your Coverage: Aircraft Insurance Tips for Pilots
Join Timothy P. Pope, CFP®, as he sits down with David Hampson, partner at Schrager Hampson Aviation Insurance Group, to explore the critical aspects of aviation insurance. This episode helps pilot owners understand the nuances of insuring airc...
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Season 1
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Episode 22
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57:37
Investing During An Election: Should You Shift Your Strategy?
In this timely episode of the Pilot Money Podcast, Timothy P. Pope, CFP®, delves into the often-asked question about whether investment strategies should change during an election year. With the U.S. presidential election looming, Tim explores ...
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Season 1
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Episode 21
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18:58
Aircraft Ownership: The Cost Beyond The Purchase
Join Timothy P. Pope, CFP®, as he welcomes Kevin Walker to the Pilot Money Podcast for an enlightening conversation about aircraft ownership. Kevin, with his extensive experience as an air traffic controller and a general aviation pilot, shares...
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Season 1
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Episode 20
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40:33
Q&A Episode | Should I Buy My House Outright With Cash?
Join host Timothy P. Pope, CFP®, for this episode of the Pilot Money Podcast as he addresses financial questions from two military aviators. Tim provides detailed, actionable insights tailored to the financial questions these pilots have, from ...
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Season 1
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Episode 19
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21:33
Aerial Acquisitions: How to Finance Your Dream Aircraft
In this episode of the Pilot Money Podcast, Timothy P. Pope, CFP® sits down with Preston Holland, Chief Commercial Officer at Firecrown who oversees the Aviation Finance Division. Preston shares the influence aviation had in his early life and ...
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Season 1
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Episode 18
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55:34