
Pilot’s Portfolio
Timothy P. Pope, CFP®
Pilot’s Portfolio, formerly Pilot Money Podcast - the podcast about financial planning for professional pilots! Get answers to your most pressing personal finance questions.
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
All episodes
Best episodes
Seasons
Top 10 Pilot’s Portfolio Episodes
Goodpods has curated a list of the 10 best Pilot’s Portfolio episodes, ranked by the number of listens and likes each episode have garnered from our listeners. If you are listening to Pilot’s Portfolio for the first time, there's no better place to start than with one of these standout episodes. If you are a fan of the show, vote for your favorite Pilot’s Portfolio episode by adding your comments to the episode page.

How to Navigate an Aviation Down-Turn
Pilot’s Portfolio
02/19/24 • 38 min
Tim hosts Dylan and Max from the 21. Five Show in this episode. Dylan and Max reflect on their experiences during various aviation downturns, spanning their 20-year careers. Max shares his proactive approach to mitigating career risks by diversifying his skill sets. Dylan talks about getting laid off right before his wedding and emphasizes the necessity of maintaining an emergency fund to weather unforeseen challenges. They caution against making long-term financial commitments at the peak of prosperity, urging newcomers to exercise restraint and avoid overextension. Dylan highlights the value of networking and building relationships within the aviation community, emphasizing its role as a safety net during career turbulence.
What You'll learn from this episode:
- Why an emergency fund is an important foundation to your financial plan
- What should your emergency fund target be based on your family’s income and industry facts
- Can you have too much or too little cash and how to reconcile your risk tolerance and your risk capacity
- How networking can have a direct impact on your financials
- Why diversifying beyond retirement accounts can help stabilize your finances during a down-turn
Resources
21.Five Podcast21.Five Show LinkedIn PageSchedule An AppointmentOur Practice's WebsiteSend Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

01/08/24 • 39 min
It's a fantastic time to be a professional pilot. Timothy P. Pope, CFP® and Kit Darby jump into the current trends and drivers of airline compensation in this last round of contract negotiations. Kit brings his extensive aviation experiences to the table. Kit discusses the wild fluctuations in aviation compensation, detailing the impact of shortages, recessions, and COVID-19 on pilot wages. Kit Compares compensation across the regional carriers and major airlines and highlights the significant shifts in pay scales and retirement benefits. Tim and Kit also discuss recent developments in the cargo sector, including early retirement bonuses and FedEx's offer to its pilot group. Kit shares why forecasting the future of aviation growth is so difficult but points out that half of the equation still looks strong for the next 4 or 5 years. Tim and Kit discuss Kit's services for individual pilots, covering resume review, application guidance, interview preparation, and Expert Witness Services for career value assessments in case of injury or loss.
What You'll Learn in This Episode:
- What's impacting airline compensation right now
- Why you should plan for an economic down-turn in your career
- Why US airlines are in a position strongly compete in a global market
- 2 ways you can make an economic down-turn a personal non-event
- What are Expert Witness Services and why they should be on your radar
Resources
Schedule An AppointmentOur Practice's WebsiteKitdarby.com 2023 Major Airline Salary SurveySend Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

Welcome to the Pilot Money Podcast
Pilot’s Portfolio
01/08/24 • 12 min
In this episode, Timothy P. Pope, CFP® welcomes you to the Pilot Money Podcast. He shares his background in financial planning and discusses merging his experience as a CERTIFIED FINANCIAL PLANNERTM with his passion for aviation. Tim outlines how listening to this show is going to help you, the professional pilot, level up your financial planning and provides you a roadmap of what to expect in each episode. Tim finishes the episode challenging you to make sure your money is helping you make the most out of life. Answer the three questions at the end to do a quick self-diagnosis on the health of your financial planning.
What you'll learn from this Episode:
- Who is Timothy P. Pope, CFP®?
- What is financial planning and why it's important to work with someone who understands the professional pilot?
- Three questions to ask yourself to determine if you're on track with your financial planning.
- How to engage with the Pilot Money Podcast
Resources
Schedule An Appointment
Our Practice's Website
Send Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

Aircraft Ownership: The Cost Beyond The Purchase
Pilot’s Portfolio
09/02/24 • 40 min
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 his perspective on owning various types of aircraft over the years.
In this episode, Kevin describes his personal journey in aviation, from the early influence of his father to his multiple aircraft ownership experiences. He discusses the practical aspects of owning and operating different aircraft and provides valuable insights on the financial, operational, and emotional facets of ownership.
What You'll learn from this episode:
- Journey Through Aviation: Hear how Kevin's background and family ties to aviation shaped his path and led him to own multiple aircraft.
- Ownership Realities: Learn about the financial realities of aircraft ownership, including unexpected costs and budgeting for maintenance.
- Co-ownership vs. singular ownership: Kevin reflects on the benefits and challenges of sharing aircraft ownership versus having one all to yourself.
- Practical Tips for Buyers: Gain tips on selecting the right aircraft for your needs, considering mission, budget, and future goals.
- Emotional Rewards of Flying: Despite the costs, Kevin shares why the freedom and joy of flying make ownership worth it.
Join Tim and Kevin as they explore these topics, offering both seasoned and aspiring pilots a comprehensive look at what it really means to own an aircraft.
Resources:
Kevin Walker LinkedIn
Beacon Relocation
Schedule An Appointment
Our Practice’s Website
Send Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

Real Talk for Transitioning Veterans with Nik Fialka
Pilot’s Portfolio
10/14/24 • 40 min
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 on veterans transitioning to civilian aviation careers. Tim delves into the nuances of managing finances in such transitions, emphasizing the importance of understanding and maximizing military benefits for a secure financial future.
What You'll learn from this episode:
- Securing Financial Stability in Transition: Strategies for maintaining financial health during the shift from a military to a civilian flying career.
- Maximizing Military Benefits: How to leverage benefits like the Thrift Savings Plan and military pensions to secure your financial future.
- Home Buying Advice for Pilots: Considerations for pilots looking to purchase their next home, taking into account year 1 pay, military retirement, interest rates and VA loan benefits.
- Healthcare Planning Across Airlines: Tips for navigating healthcare options and planning for varying coverage for your post military career.
- Financial Planning Tools: Introduction to financial planning tools that can aid pilots in making informed financial decisions throughout their careers.
This episode provides a rich discussion that blends expert financial planning advice with practical tips tailored specifically for pilots at various stages of their careers, from active military service to commercial aviation.
Resources:
Ready for Pushback - Spotify | Apple Podcasts
Schedule An Appointment
Our Practice’s Website
Send Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

Best Of Season 1
Pilot’s Portfolio
12/23/24 • 11 min
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 strategies, listener favorites, and expert tips tailored for pilots. From navigating investments to planning for retirement and beyond, relive the highlights that have equipped our community to tackle their financial challenges with confidence.
Listen to your favorite episodes:
- Apple Podcast: https://podcasts.apple.com/us/podcast/pilot-money-podcast/id1718915375
- Spotify: https://open.spotify.com/show/5p2Tkf16Q9lV693lHV4Zo9
This episode is not just a look back but a springboard into the next season, promising even more valuable content and expert financial guidance for pilots everywhere.
Resources:
Schedule An Appointment
Our Practice’s Website
Send Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

My Side Hustle Blew Up! What Can I Do About Taxes?
Pilot’s Portfolio
02/05/24 • 19 min
In this episode, Tim tackles some burning questions from an enterprising business aviation airman. Due to the airlines sucking a lot of talent from business aviation, this airmen is flying high but grappling with a looming tax bill from his side hustle.
While business is good, this airman also acknowledges it’s hard to ignore major airline pay with recent contract improvements and record retirement contributions. He wants to know how to survive the financial turbulence of reduced pay in the first year of airline flying. Lastly this airman inquires about a way to view side by side retirement projections if he stays in his current gig or takes the leap to 121 flying.
What You'll learn from this episode:
- How to make the retirement account limits work for you
- What else to think about beyond having your business run through an LLC or other entity structure
- Why keeping proper accounting records matter when you're self employed
- How to survive first year pay at the airlines.
- How we approach retirement projections for pilots changing careers
Resources
Schedule An AppointmentOur Practice's Website Send Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

2025 Retirement Update: What Pilots Need to Know
Pilot’s Portfolio
02/17/25 • 19 min
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 adjustments can impact your financial planning. Additionally, he shares an IRS provision that bugs him concerning retirement savings. Tim invites listeners to share their feedback, what do you think about the new IRS savings rules?
What You'll learn from this episode:
- Updates to 401k Contributions: Learn about the increased elective deferral limits for 2025, rising to $23,500, and what it means for your retirement planning.
- Non-Elective Contributions Update: Get the latest on non-elective contributions from major carriers like American, Delta, Southwest and United which are set to increase in 2026.
- IRA and Roth IRA Insights: Understand the unchanged contribution limits for IRAs and why many pilots might not benefit from traditional IRA deductions.
- Debating the IRS Provisions: Tim discusses the nuances of the IRS's retirement saving provisions, including the 'super catch-up' contributions for those aged 60-63.
- Health Savings Accounts (HSA) Tips: Updates on HSA contribution limits for 2025 and strategies to maximize the growth of these funds for healthcare expenses.
Resources:
Schedule An Appointment
Our Practice’s Website
Send Us Your Questions: [email protected]
This episode is sponsored by: Beacon Relocation
Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

Pilot in Command: Navigating Market Turbulence
Pilot’s Portfolio
03/17/25 • 20 min
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 control in their financial planning, from responding to market conditions to proactive financial strategies. Join Tim as he guides you through managing the uncertainties of the financial world with confidence and clarity.
What You'll Learn from This Episode:
- Control Your Financial Inputs: How pilots can effectively manage their reaction to economic changes and market conditions.
- Strategic Financial Planning: Tim discusses the importance of proactive financial planning and adapting strategies based on current economic landscapes.
- Navigating Economic Policies and Market Reactions: Insights into dealing with uncontrollable economic factors and their impacts on personal finances.
- The Importance of Staying Invested: Why staying in the market and regular contributions and rebalancing beats trying to time the market, especially in volatile times.
- Long-term Financial Goals and Retirement Planning: Strategies for securing financial stability as pilots approach retirement, including considerations for asset allocation and retirement income planning.
Resources:
Schedule An Appointment
Our Practice’s Website
Send Us Your Questions: [email protected]
This episode is sponsored by: Beacon Relocation
Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.

Q&A Episode | How Do I Maximize TSP and Airline 401k?
Pilot’s Portfolio
06/24/24 • 18 min
In this Q&A episode of the Pilot Money Podcast, host Timothy P. Pope, CFP® tackles retirement planning questions from pilot listeners. This episode is a Q&A session where Tim addresses questions about optimizing retirement contributions across multiple employer plans and how to best handle bonuses. Join Tim as he explores the intricacies of managing 401(k) contributions and TSP accounts simultaneously, illustrating how pilots can effectively strategize their retirement savings to maximize benefits. The discussions provide clarity on contribution limits, the impact of dual employment on retirement strategies, and the advantages of understanding the IRS guidelines on combined contribution limits.
What You'll learn from this episode:
- How one pilot may maximize bonuses to help with financial flexibility.
- Understanding Dual Employer Contribution Limits: Tim explains the annual additions limit and how it applies across multiple employment scenarios, including airline and military flying.
- Strategic Contribution Planning: Insights into balancing contributions between airline 401(k)s and TSP to fully leverage matching benefits.
- Navigating Complex IRS Rules: A breakdown of how contribution limits work when dealing with multiple retirement accounts to avoid costly penalties and maximize growth.
- Making the Most of Employer Contributions: Learn how to ensure you're getting the most out of employer matches and non-elective contributions.
- Planning for Future Flexibility: Discussion on using brokerage accounts and other financial vehicles to provide flexibility in an unpredictable aviation career.
The episode concludes with actionable tips and detailed examples to help pilots think about their retirement contributions effectively.
Resources:
Schedule An Appointment
Our Practice’s Website
Send Us Your Questions: [email protected]
Timothy Pope is a Certified Financial PlannerTM. Cetera Investors is a marketing name of Cetera Investment Services. Securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Cetera is under separate ownership from any other named entity. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. The branch phone number is 704-717-8900.
The views depicted in this material are for information purposes only and are not necessarily those of Cetera Investment Advisers.
This Podcast is designed to provide accurate and authoritative information on the subjects covered. It is not, however, intended to provide specific legal, tax, or other professional advice. For specific professional assistance, the services of an appropriate professional should be sought.
Show more best episodes

Show more best episodes
FAQ
How many episodes does Pilot’s Portfolio have?
Pilot’s Portfolio currently has 34 episodes available.
What topics does Pilot’s Portfolio cover?
The podcast is about Financial Planning, Investing, Aviation, Podcasts and Business.
What is the most popular episode on Pilot’s Portfolio?
The episode title 'Can I Retire on My Company's NEC Part II' is the most popular.
What is the average episode length on Pilot’s Portfolio?
The average episode length on Pilot’s Portfolio is 31 minutes.
How often are episodes of Pilot’s Portfolio released?
Episodes of Pilot’s Portfolio are typically released every 14 days.
When was the first episode of Pilot’s Portfolio?
The first episode of Pilot’s Portfolio was released on Jan 8, 2024.
Show more FAQ

Show more FAQ