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Pilot’s Portfolio

Timothy P. Pope, CFP®

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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 ...
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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 strengthen their financial "redundancy" to absorb unexpected challenges like airline slowdowns, downgrades, or heal…
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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 how to leverage investments to offset high W2 incomes and to secure tax advantaged future income. Dive deep…
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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 highlights the necessity of being prepared for unforeseen events. This discussion is not just about planning f…
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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…
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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 acknowledges the recent tragedy. This episode focuses on financial savings in real estate transactions for pi…
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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 conce…
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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 renewed focus. As we begin a new year of financial planning for professional pilots, Tim discusses the recent market results, the implicat…
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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 plannin…
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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 financial opportunities like Roth conversions, tax loss harvesting, and charitable giving. Each of these stra…
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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 financing, offering tailored mortgage solutions for pilots. Drawing from his unique background in both the milit…
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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 align with both your immediate needs and long-term financial goals. This episode provides a thorough break…
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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…
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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 unprecedented damage and displacement, the pilot community, led by Operation Airdrop, rallied to deliver essential a…
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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 aircraft. From pleasure use to business use corporate jets, and the importance of having the right coverage ca…
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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 the potential impacts of election outcomes on the financial markets and what investors—particularly pilots…
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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 …
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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 optimizing tax free retirement income to timing decisions of major purchases. This Q&A session features qu…
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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 how he’s become a key player in the aviation media and finance. The discussion highlights the nuts and bol…
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Join Timothy P. Pope, CFP®, as he continues to unravel the complexities of retirement planning based on airline direct contributions in Part II of this pivotal series. Building on the insights from Episode 13, this episode dives deeper into whether pilots can and should rely only on their company’s contributions to secure a comfortable retirement. …
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Join Timothy P. Pope on this episode of the Pilot Money Podcast as he delves into the intriguing world of real estate investment with Tait Duryea, an airline pilot and real estate entrepreneur. Tait shares his career journey, starting as a passionate aviator influenced by a family legacy at Hawaiian Airlines, to becoming a savvy real estate investo…
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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 managin…
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Join Timothy P. Pope, CFP®, as he explores the intersection of behavioral finance and personal decision-making with Jennifer Bower, a seasoned financial coach with roots in the aviation community. With her unique blend of intelligence background and financial acumen, Jennifer offers a fresh perspective on tackling financial challenges and behaviora…
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Join Timothy P. Pope, CFP®, as he delves into an intriguing financial analysis in this solo episode of the Pilot Money Podcast. Drawing from the energetic discussions with Jason DePew on achieving early financial independence, Tim pivots to a scenario that many pilots might ponder: Can relying solely on company contributions suffice for a comfortab…
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Join Timothy P. Pope, CFP®, a financial planner who specializes in the planning needs of professional pilots, as he welcomes Captain Jason DePew to the Pilot Money Podcast. Jason DePew, a captain at a major airline and personal finance enthusiast, shares his journey towards financial independence. This discussion is not just about numbers; it's a d…
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Join Timothy P. Pope, CFP® in this relatable solo episode of the Pilot Money Podcast. Tim shares a personal story about his recent close-call with impulse buying. Tim explores the triggers and tactics he used to maintain financial discipline. This episode also touches on Tim’s passion for aviation and his recent flights with his family. Listen as T…
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In this eye-opening episode of the Pilot Money Podcast, Timothy P. Pope, CFP® sits down with Nik and Anna Fialka for a deeply personal and insightful conversation about the financial challenges and triumphs of a pilot's family. Nik, the host of "Ready for Pushback," and Anna, the unsung hero managing the behind-the-scenes dynamics of the Fialka hou…
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In this light but insightful episode, Timothy P. Pope, a CERTIFIED FINANCIAL PLANNER™ who specializes in the planning needs of professional pilots, draws parallels between the game of Monopoly and real-world financial planning. After delving into technical topics in previous episodes, Tim decides to share a more relaxed conversation about five cruc…
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As tax season is in full swing, now is the perfect time for pilots to begin thinking about the next year. What went well last year and what do you want to change for next year’s tax season? In this episode we explore real estate investment opportunities with an emphasis on proactive tax planning strategies. Whether actively managing properties or i…
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In this episode, CERTIFIED FINANCIAL PLANNER™ Timothy P. Pope delves into the intricacies of the backdoor Roth IRA strategy. He explains how this method allows high income earning pilots to bypass income limits and contribute indirectly to a Roth IRA, providing valuable insights and considerations for implementation. Tim explains how modified adjus…
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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 nece…
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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…
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In this episode, Dr. Christopher Broyhill takes us on a journey through the intricacies of business aviation compensation. Buckle up as we explore the world of pilot salaries, organizational cultures, and a new tool that keeps business aviation pilots informed. If you’ve ever wondered if you're soaring at the right altitude in terms of compensation…
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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 PLANNER™ 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 an…
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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 shortage…
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Join Timothy P. Pope, CFP® as he discusses three key strategies for pilots to maximize their career opportunities. With airline career values easily surpassing the 10 million dollar mark, pilots owe it to themselves to be an active participant in their financial success. Tim points out the importance of tracking your cash and while acknowledging th…
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