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Pilot’s Portfolio

Hosted by Timothy P. Pope, CFP® · business · EN-US

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About this Podcast:

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.

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Contact path

Verified email

Booking probability

33%

Guest openness

Selective

Verified email on file
80/100
Required Score

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Questions about Pilot’s Portfolio

What is Pilot’s Portfolio about?

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.

Who hosts Pilot’s Portfolio?

Pilot’s Portfolio is hosted by Timothy P. Pope, CFP®. The show has published 65 episodes to date.

What has Pilot’s Portfolio covered recently?

Recent episodes include "Pilot Life Insurance: Building a Plan for Your Family, with Brianna Fanning" (5 October 2026, 37 minutes), "How Should Pilots Use Their Accounts? HRAs, Deferred Comp, Cash Balance Plans, and ESPPs" (21 September 2026, 17 minutes), and "How Should Pilots Use Their Accounts? 401(k)s, Roths, HSAs, and Brokerage Accounts" (7 September 2026, 17 minutes).

How often does Pilot’s Portfolio publish?

Pilot’s Portfolio publishes roughly every two weeks, with episodes averaging 26 minutes across 65 episodes.

How hard is it to get booked on Pilot’s Portfolio?

Booking probability for Pilot’s Portfolio is 33%, and the host is rated Selective on guests. Pilot’s Portfolio requires a Pod Score of 80 or higher. Pilot’s Portfolio's contact route on record: verified email.

Who should pitch Pilot’s Portfolio?

The strongest fits for Pilot’s Portfolio are Investing & Wealth Management. Pilot’s Portfolio has a business audience.

About the host

Timothy P. Pope, CFP® hosts Pilot’s Portfolio, a business podcast with 65 episodes published.

Verified host email: ████████@████.comSign in to unlock →

Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #5

    Pilot Life Insurance: Building a Plan for Your Family, with Brianna Fanning

    Oct 5, 202637 minS4

    Your airline may provide life insurance, but how well does that coverage fit your family, your income, and the flying you do outside work? In this episode, I’m joined by Brianna Fanning, Director of Outside Sales at The...

  • Episode #4

    How Should Pilots Use Their Accounts? HRAs, Deferred Comp, Cash Balance Plans, and ESPPs

    Sep 21, 202617 minS4

    Professional pilots can accumulate more than just 401(k)s, IRAs, Roth accounts, and brokerage accounts over the course of a career. Airline benefits can also include Health Reimbursement Arrangements, Retiree Health...

  • Episode #3

    How Should Pilots Use Their Accounts? 401(k)s, Roths, HSAs, and Brokerage Accounts

    Sep 7, 202617 minS4

    As pilots move through their careers, financial accounts can start to build up across different stages of life. A current 401(k) or TSP. Old employer plans. Rollover IRAs. Roth accounts. Backdoor Roth opportunities. An...

  • Episode #2

    How Can Pilots Pay Less in Taxes? Part 2: Think Beyond One Year

    Aug 24, 202617 minS4

    In Part 1 of this conversation, Timothy P. Pope, CFP, started with the first step in tax planning: understanding what the tax number actually means. If you missed that episode, stream it here: In this following part...

  • Episode #1

    How Can Pilots Pay Less in Taxes? Part 1: Start With the Right Number

    Aug 10, 202616 minS4

    After a short summer break, Pilot’s Portfolio is back with a refreshed format and a new Season (4)! This next run of episodes is built around real questions Timothy P. Pope, CFP® receives from professional pilots and...

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  • Episode #11

    Should Pilots Buy Now or Wait? Rates, Prices, and the Housing Market, with Beacon Relocation

    Jun 15, 202631 minS3

    Is now a good time for pilots to buy a home, or does it make more sense to wait? In this episode of The Pilot’s Portfolio, Timothy P. Pope, CFP® welcomes back Kevin Walker, and Jade Barnett, respectively CEO and COO of...

  • Episode #10

    Spirit Airlines Shutdown: What Pilots Should Do Next

    May 18, 202627 minS3

    In this episode, our host, Certified Financial Planner™ and GA pilot, Timothy Pope, speaks directly to Spirit Airlines pilots and families navigating an unexpected and deeply challenging career disruption. Tim focuses...

  • Episode #9

    What's Your Career Worth? 2026 Updates - Airline Compensation & Trends with Kit Darby

    May 4, 202641 minS3

    In this updated re-issue of one of Pilot’s Portfolio’s early conversations, Timothy P. Pope, CFP®, revisits a timely question with compensation expert Kit Darby: what is a pilot career really worth? Tim adds 2026...

  • Episode #8

    How to Prepare for Retirement During Turbulent Times

    Apr 20, 202624 minS3

    In this episode, our host, Certified Financial Planner™ and GA pilot, Timothy Pope, breaks down how airline pilots should prepare for retirement during periods of market turbulence, particularly within the final five...

  • Episode #7

    Discipline First, Freedom Later: A Pilot-to-Pilot Money Conversation

    Apr 6, 202651 minS3

    In this Peer-to-Peer episode of Pilot’s Portfolio, our host, Certified Financial Planner™ and GA pilot, Timothy Pope sits down with First Officer André for a grounded conversation about discipline, freedom, and how...

  • Episode #6

    When Do Pilots Need More Than Automation? What to Do When Your Financial Life Gets More Complex

    Mar 23, 202624 minS3

    In this episode, our host Timothy Pope looks at automation in financial planning and investing. For many pilots, automation helped build the emergency fund, grow the 401(k), and create strong saving habits early in the...

  • Episode #5

    Our listeners have saved nearly $40,000 - What you need to know for real estate transactions this year

    Mar 9, 202630 minS3

    In this episode of Pilot’s Portfolio, Timothy P. Pope, CFP®, Firm Principal and Client Advisor at 360 Aviation Advisors™, is joined by Kevin Walker, Co-Founder/CEO, and Jade Barnett, Co-Founder/COO of Beacon Relocation...

  • Episode #4

    Q&A: Roth, 401a, and DAF Strategy

    Feb 23, 202625 minS3

    In this Q&A episode of Pilot’s Portfolio, Timothy P. Pope, CFP®, Founder and Principal of 360 Aviation Advisors™, answers three listener questions that surface real-world friction inside airline retirement planning...

  • Episode #3

    Should Southwest Pilots Take Their NEC As Roth?

    Feb 9, 202617 minS3

    In this episode, our host, Certified Financial Planner™ and GA pilot, Timothy P. Pope explains a new option for Southwest pilots, taking their NEC as Roth starting in 2026. He covers what NEC is, how Secure 2.0 made...

  • Episode #2

    Is Money Ruining Your Relationship?

    Jan 19, 202632 minS3

    In this episode, our host, Certified Financial Planner™ and GA pilot, Timothy P. Pope looks at how money can support or strain relationships, especially for professional pilots who spend long stretches away from home...

  • Episode #1

    2025 In Review - What To Expect in 2026

    Jan 5, 202621 minS3

    In the first episode of Season 3, our host, Certified Financial Planner™ and GA pilot, Tim Pope recaps 2025’s market and policy shifts, and he explains why diversification and tax-centered planning made the difference...

  • Episode #21

    FedEx & UPS Loss of Medical - How do they compare?

    Dec 8, 202517 minS2

    This episode was requested by listener feedback! Our host, Certified Financial Planner™ and GA pilot, Tim Pope compares long-term disability (LTD) coverage for FedEx and UPS pilots, examining how each plan works and how...

  • Episode #20

    Opt In or Out? American Airlines Market-Based Cash Balance Plan Explained

    Nov 24, 202522 minS2

    In this time-sensitive episode, Certified Financial Planner™ and GA pilot Tim Pope unpacks the new Market-Based Cash Balance Plan (MBCBP) for American Airlines pilots ahead of the December 15 opt-in deadline. He...

  • Episode #19

    The IRS Wants More: Understanding the 2026 Changes

    Nov 10, 202524 minS2

    In this episode of Pilot’s Portfolio , Certified Financial Planner and GA pilot Tim Pope helps pilots close out the year with clarity and confidence. As 2026 approaches, new tax and retirement contribution rules are set...

  • Episode #18

    Focus on WIN: What's Important Now?

    Oct 27, 202521 minS2

    In this episode, we tackle a question many pilots ask themselves: what should I be working on right now? Whether it's debt repayment, buying a home, saving for retirement, or funding your kids' college, it can be hard...

Recent guests

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