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Passive Income Pilots

Tait Duryea and Ryan Gibson

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Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success. Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional pilots offers applicable strategies and tactics for improving your financial life. Whether you're ...
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Pilot Money Podcast

Timothy P. Pope, CFP®

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The podcast about financial planning for professional pilots! Get answers to your most pressing personal finance questions. Timothy Pope is a Certified Financial Planner™ offering securities and insurance products offered through Cetera Investment Services LLC, member FINRA, SIPC. Advisory services are offered through Cetera Investment Advisers LLC. Tim’s Branch Office is located at 5200 77 Center Drive, Suite 330, Charlotte, NC 28217. Branch phone number 704-717-8900. The views depicted in ...
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This is THE premier podcast for passive real estate investing. Learn the inside secrets on how to be a successful passive real estate investor. Matt Jones interviews passive investors about their experiences and insight, as well as active investors on how they help passive investors. This podcast is brought to you by Hawkwing Capital, which connects passive investors with solid real estate investments run by proven operators. Find out more at www.HawkwingCapital.com The music is Overcome by ...
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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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Welcome aboard another episode of Passive Income Pilots! This week, Tait and Ryan are joined by Sean O'Toole, PropertyRadar.com founder, to discuss how pilots can find and invest in off-market rental properties. Sean shares his insights on leveraging public records, innovative strategies for contacting property owners, and the benefits of seller fi…
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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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Welcome to another exciting episode of Passive Income Pilots! This week, Tait and Ryan are joined by Daniel Rusteen, a former Airbnb employee turned short-term rental expert. Daniel shares his insider knowledge on optimizing Airbnb listings to maximize revenue. From selecting the perfect market to managing properties remotely, Daniel’s unique persp…
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Welcome back to Passive Income Pilots! In this special "Friday for Flyers" episode, we're diving into a critical topic for every pilot – medical certifications and aeromedical issues. Today, we have the honor of hosting Dr. Dan Monlux, an experienced AME, former F-18 pilot, and founder of Wingman Med. Dr. Monlux brings a wealth of knowledge and exp…
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Welcome to another exciting episode of Passive Income Pilots! We're diving into a fascinating and often overlooked passive income stream: vending machines. Our guest, Mike Hoffmann, also known as "Mr. Passive," shares his journey of creating a vending machine empire and how this low-barrier investment can yield significant returns. Whether you're a…
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In this episode we welcome special guest Alex Racey, a renowned personal performance coach with an extensive background in the military. The discussion focuses on the importance of maintaining physical and mental health, particularly for aviators, frequent flyers, and professionals who sit for long periods. Alex Racey, who served 25 years in the U.…
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In this Q&A episode of the Pilot Money Podcast, host Timothy P. Pope, CFP® tackles retirement planning questions from 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(…
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Welcome back to another episode of Passive Income Pilots! In this episode, Tait Duryea and Ryan Gibson sit down with Nick Friedman, co-founder of College Hunks Hauling Junk, who appeared on the pilot episode of Shark Tank. Nick shares his journey from starting a small moving and junk removal business in college to building a multi-million dollar fr…
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In this special episode, we have the honor of flying with Keith Rosenkranz, the legendary Delta Captain who chartered his own retirement flight. Keith's incredible story has captivated the aviation community, and today, he shares the details of his epic farewell flight, his career journey, and his strategies for building a financially secure retire…
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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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Welcome back to Passive Income Pilots, where we dive into the intersection of aviation, finance, and personal success. Today, we have a special treat for both football enthusiasts and aspiring investors. Our guest is none other than Seattle Seahawk NFL Defensive Legend and Super Bowl Champion, Cliff Avril. Known for his ferocious defense and countl…
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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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Welcome to another episode of Passive Income Pilots! This week, your hosts Tait Duryea and Ryan Gibson are thrilled to bring you an insightful conversation with private equity mogul Collin Hathaway of Skylight Capital, a seasoned entrepreneur specializing in business acquisitions. In this episode Collin shares his journey from buying his first plum…
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Welcome to another episode of Passive Income Pilots, where we delve into the burgeoning world of assisted living investments. Join hosts Tate Duryea and Ryan Gibson as they discuss the impact of the demographic shift known as the "Silver Tsunami" with Dwayne Clark, founder of Aegis Living. Dwayne shares his extensive experience in building a premie…
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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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Welcome back to Passive Income Pilots! In this episode we delve into essential tax strategies tailored specifically for pilots. With the expertise of Toby Mathis from Anderson Advisors, we explore five key ways you can reduce your tax liability effectively. Toby brings his depth of tax knowledge directly to our pilot audience, discussing everything…
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Welcome to another thrilling episode of Passive Income Pilots, where we navigate the high-flying world of passive income opportunities. Today, we're joined by Joe Fairless, a titan in real estate investment and co-founder of Ashcroft Capital. Joe is renowned for his groundbreaking "Best Ever" conference, which is exactly where our hosts first cross…
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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 thought-provoking episode of Passive Income Pilots, we sit down with blockchain expert Hans Koning to navigate the complexities and opportunities within the blockchain landscape, especially in light of recent global events like the Bitcoin halving and rising geopolitical tensions. Hans shares his profound insights into how these factors inf…
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Ever wonder how to turn your entrepreneurial dreams into reality? Tune into our latest episode of Passive Income Pilots as we soar into the world of angel investing and marketplace innovation with Nick Huzar, the CEO and founder of OfferUp! Discover how Nick's room full of unwanted items sparked the vision for a multi-billion-dollar company that re…
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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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Join us in this insightful episode of Passive Income Pilots as we explore the multifaceted world of real estate with Leka Devatha. From her early beginnings to overcoming the inherent challenges of the industry, Leka shares her journey of resilience, intuition, and strategic diversification. Discover actionable insights and inspiration whether you’…
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In today's episode hosts Tait Duryea and Ryan Gibson navigate through the vast skies of real estate investing with the guidance of real estate titan, Kathy Fettke. As a renowned expert and a beacon of knowledge in real estate and economics, Kathy brings invaluable insights into the current real estate market, investment strategies, and the future o…
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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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Unlock the potential of 1031 exchanges with Kyle Williams, Senior VP at Velocity 1031, on this enlightening episode of Passive Income Pilots. Designed for aviators aiming to navigate the complex skies of real estate investment, this discussion sheds light on tax deferral strategies that can significantly impact your financial trajectory. Whether yo…
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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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Join hosts Tait Duryea and Ryan Gibson on Passive Income Pilots as they engage in a profound conversation with Joe LoRusso, aviation law expert and Director of Aviation at Ramos Law. This episode takes an earnest look into pilot mental health and legal challenges, spotlighting the systemic issues and proposing a transformative approach to aviation …
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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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On this episode of Passive Income Pilots, Tait and Ryan interview David Phelps. Dr. David Phelps, founder of Freedom Founders, spent 27 years as a former general dentist and business owner. His life took a significant turn when his daughter Jenna faced leukemia. This personal crisis prompted Dr. Phelps to reassess his priorities and shift his focus…
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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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Today on Passive Income Pilots is Tait & Ryan's one-on-one episode. In this episode, Tait and Ryan reflect on past episodes and share insights on their favorites. Whether you're new to the show and would like to “catch up”, or a long time listener who could use a second listen to our most impactful episodes, this episode serves as a recap and calls…
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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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Today on Passive Income Pilots is Tait & Ryan's one-on-one episode. Tait and Ryan peel back the curtain on personal goal setting that actually works. This episode isn't about the fluff but the nitty-gritty of mapping out a future that aligns with your deepest ambitions in family, business, and investing. We're talking about effective goal-setting, …
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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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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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On this episode of Passive Income Pilots, Tait and Ryan interview Christian Allen and Rod Zabriskie. Christian Allen and Rod Zabriskie from Money Insights Group join Tait in a riveting discussion about stepping off the beaten path of traditional investing and venturing into the world of max-funded cash value life insurance and real estate. They ill…
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On this episode of Passive Income Pilots, Tait and Ryan interview Derreck Long. Derreck Long, a former Senior IRA Specialist at Quest Trust Company, recently joined Eckard Enterprises. Eckard Enterprises is a family-owned and operated alternative investment and asset management firm specializing in the U.S. oil and gas industry. Derreck became a Se…
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On this episode of Passive Income Pilots, Tait and Ryan interview Alan Underwood. Momentum Capital Group co-founder Alan Underwood is a successful entrepreneur who found passive income in real estate after working in numerous businesses. Alan discusses his experience attending meetups, flipping properties, and developing a 90+ unit Arizona apartmen…
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In this week’s episode of the Passive Income Pilots, Ryan and Tait take on another one-on-one conversation. They discuss various year-end tax strategies to maximize deductions and reduce tax liability. They also explore the short-term rental loophole as a tax strategy and discuss the benefits of cost segregation studies and bonus depreciation. Tait…
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Welcome back to another episode! Tait and Ryan talk about the lucrative world of commercial real estate investments, with a special focus on self-storage, a rising asset class rapidly gaining traction among investors. They discuss cap rates, why building is better than buying in the current market, underwriting self-storage, and rent growth. Enjoy …
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Luis Salavarria helps people passively invest in multifamily housing. Learn how he’s helping his investors snowball their money by flipping houses during these crazy times so they are ready for the upcoming multifamily deals today on the Passive Real Estate Podcast. Luis is a seasoned real estate investor with more than 17 years of investing experi…
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Matt tells some of the scariest real estate horror stories he’s heard during today’s episode of the Passive Real Estate Podcast. The Passive Real Estate Podcast is the premier podcast for passive real estate investors. Matt Jones interviews experienced passive investors who share their industry secrets and active investors who show you different wa…
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Today on the Passive Real Estate Podcast, learn the three degrees of freedom from Derek Clifford and how you can apply them to be a better passive investor. Derek Clifford is a multifamily real estate investor, fund manager, author and host of the "3 Degrees of Freedom" podcast. He retired from his corporate job in September 2021 and now controls o…
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On this episode of Passive Income Pilots, Tait and Ryan interview Billy Withers. Billy Withers, EA, MT, is a financial expert and the owner of Summit Advanced Tax Strategy. He has helped hundreds of real estate investors and business owners organize their financial systems and reduce tax liabilities. With his expertise and the flexibility of a virt…
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Are you prepared for how wars around the world could impact real estate investing within the United States. Learn some of the key points about this today on the Passive Real Estate Podcast. The Passive Real Estate Podcast is the premier podcast for passive real estate investors. Matt Jones interviews experienced passive investors who share their in…
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Insurance costs can make or break a deal. Learn what passive investors need to know about it with Calvin Roberts today on the Passive Real Estate Podcast. Calvin Roberts is a nationally licensed Commercial Insurance Broker and principal of Falcon Insurance Agency of Michigan, a boutique Insurance Brokerage specializing in Multifamily, Commercial Re…
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