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PODCAST

Passive Income Pilots

Tait Duryea and Ryan Gibson

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 a

business investing

All Episodes

49:12

#91 - Interest Rates, Submarkets, and CRE's Future...

Passive Income Pilots ·

2024/12/31

Spencer Levy, a leading expert from CBRE, joins Tait Duryea and Ryan Gibson to break down the current state of commercial real estate (CRE). He explains how rapid interest rate changes are reshaping the market, highlights key megatrends like reshoring and live-work-play neighborhoods, and offers advice on navigating submarkets. Whether you’re a seasoned investor or just getting started, Spencer shares valuable strategies to help pilots and high-income professionals make smarter CRE investments

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49:22

#90 - Balancing Flying, Business Ownership, and...

Passive Income Pilots ·

2024/12/24

In this action-packed episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Carl Valeri, an airline captain and experienced entrepreneur, to share actionable strategies to balance a flying career with building a passive income. Carl dives into creative ways to start or buy a business, reduce your tax burden, and even transition to aviation from another career. You’ll hear inspiring stories of people who’ve turned hobbies into thriving businesses and learn how you can design

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41:04

#89 - Air Traffic, Pilot Pay, and Airline Economics...

Passive Income Pilots ·

2024/12/17

In this episode, Tait Duryea and Ryan Gibson sit down with John Heimlich, Chief Economist for Airlines for America (A4A), to unpack the challenges and wins shaping the airline industry. From air traffic control staffing shortages to the impact of pilot pay increases and aircraft delivery delays, John shares key insights into the state of U.S. airlines. He also discusses A4A's advocacy work and what the future holds for pilots and the broader aviation ecosystem.John Heimlich is the Vice President

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46:34

#88 - Flight Schools and Passive Income: Insights...

Passive Income Pilots ·

2024/12/10

In this episode of Passive Income Pilots, hosts Tait Duryea and Ryan Gibson talk with Gordon Alvord, Alaska Airlines captain and co-founder of Rainier Flight Service. Gordon shares how a 2008 furlough led to creating Washington State’s largest flight school, with over 70 aircraft and a reputation for innovation. Discover how he and his partner used business acumen, strategic investments, and bonus depreciation to build a scalable operation. Whether you're a pilot seeking side hustles or curious

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50:41

#87 - The Mega Backdoor Roth and How Pilots Can...

Passive Income Pilots ·

2024/12/03

In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson welcome back financial expert Timothy Pope to unravel the complexities of retirement strategies for high-income professionals, focusing on the Mega Backdoor Roth. Timothy explains how this powerful tool allows pilots to contribute significantly more to their 401(k) accounts, unlocking tax-free growth opportunities. You will gain clarity on Roth vs. Traditional contributions, tax implications, and the strategic use of post-tax

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33:52

#86 - Mapping the Skies: The Tech Behind Real-Time...

Passive Income Pilots ·

2024/11/26

Welcome back to another episode of Passive Income Pilots! In this episode, Tait Duryea and Ryan Gibson step outside financial strategies to explore the world of real-time flight tracking with Ian Petchenik, Director of Communications at FlightRadar24. Ian shares insights into the app that has become essential for aviation enthusiasts and professionals alike, with its vast network of over 41,000 ADS-B receivers tracking more than 200,000 flights daily. Whether a pilot or an aviation enthusiast, this

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47:59

#85 - Cost Segregation: The Tax Strategy You Can’t...

Passive Income Pilots ·

2024/11/19

Welcome back to another episode of Passive Income Pilots! In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson are joined by Erik Oliver, Vice President of Cost Segregation Authority, to dive deep into cost segregation. Erik explains how this tax strategy accelerates real estate depreciation, enabling investors to unlock substantial tax savings. He covers key topics like the benefits of reclassifying building components, qualifying short-term rentals for bonus depreciation, and

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39:52

#84 - Tax-Free Growth & Infinite Loans: Whole Life...

Passive Income Pilots ·

2024/11/12

Welcome back to another episode of Passive Income Pilots! In this episode, Tait Duryea hosts Rod Zabriskie and Brenyn McConnell from Money Insights to explore how whole life insurance can be a powerful investment tool. They discuss how pilots and high-income earners can use structured whole life policies to build tax-free growth and take policy loans for investments like real estate. You’ll learn how these policies offer a steady 5% return, liquidity for new investments, and options for legacy

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53:55

#83 - Market-Based Cash Balance Plans with Jesse Reed

Passive Income Pilots ·

2024/11/06

In this episode, hosts Tait Duryea and Ryan Gibson welcome back financial planning expert and pilot Jesse Reed to dive deep into market-based cash balance plans—a retirement vehicle being implemented by airlines specifically for high-earning pilots facing 401(k) spillover limits. Jesse unpacks how pilots can strategically manage these plans to maximize retirement savings and minimize tax burdens. Tune in to learn how to navigate 401(k) limits, Roth and after-tax contribution strategies, and advanced

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1:01:03

#82 - From LLCs and HSAs to Roth IRAs: Mastering...

Passive Income Pilots ·

2024/10/29

In this episode of Passive Income Pilots, hosts Tait Duryea and Ryan Gibson welcome tax attorney Mark Kohler to answer popular questions on tax strategies for high-income professionals. With two decades of experience, Mark breaks down essentials from self-directed IRAs to maximizing HSAs, Roth IRAs, and other tax-advantaged accounts, plus strategies for lowering tax liability through real estate and business. With actionable insights on 1031 exchanges, Roth chunking, and creating a “family board,”

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45:51

#81 - The Power of AI and Passive Income Strategies...

Passive Income Pilots ·

2024/10/22

In this episode of Passive Income Pilots, hosts Tait Duryea and Ryan Gibson sit down with Jim Higgins, a former airline pilot turned co-founder and COO of a successful tech startup, Thread. Jim shares his unique journey, from negotiating contracts for American Eagle during 9/11 to leading a company that uses drones and AI for utility inspections. They discuss AI’s growing accessibility for building apps and businesses, the shift from pensions to defined contributions, and practical financial

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51:57

#80 - Storm-Proofing Your Real Estate Investment with...

Passive Income Pilots ·

2024/10/16

Welcome back to another exciting episode of Passive Income Pilots! This week, Tait and Ryan talk with Jules Sneddon and Trevor Moss from the National Real Estate Insurance Group to explore everything you need to know about insuring your real estate investments. From protecting against storm damage to navigating the rising insurance costs in high-risk areas like Florida, Jules and Trevor break down the essentials. They share expert tips on choosing the right coverage, avoiding common pitfalls, and

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1:01:32

#79 - From Cockpit to Space: On Grit, Leadership, and...

Passive Income Pilots ·

2024/10/08

Welcome back to another inspiring episode of Passive Income Pilots! In this episode, Tait and Ryan sit with Colonel Eileen Collins, the first woman to command a NASA space shuttle. Colonel Collins shares her incredible journey, from becoming a pilot to breaking barriers in space exploration. She dives into leadership lessons, risk management, and the challenges of balancing family life with her high-flying career. Whether you’re an aspiring astronaut, pilot, or leader, this episode is packed with

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51:28

#78 - Lifestyle Investments: Leveraging Seaside...

Passive Income Pilots ·

2024/10/01

In this episode of Passive Income Pilots, Tait and Ryan sit down with Casey Roloff, the visionary behind Seabrook, a seaside town in Washington. They explore how pilots and high-income professionals can strategically invest in real estate within Opportunity Zones while leveraging short-term rental tax loopholes and self-directed IRAs for significant tax benefits. Casey shares his inspiring journey from house painting to developing Seabrook, highlighting how investors can balance lifestyle with

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44:35

#77 - The Pilot's Flight Plan to Passive Income:...

Passive Income Pilots ·

2024/09/17

Welcome back to another exciting episode of the Passive Income Pilots! Today, Tait and Ryan dive into the world of aircraft ownership, tax advantages, and leaseback strategies with guest Luke Lysen from The Flight Academy and Aerista. They explore how pilots and high-income earners can purchase an aircraft, rent it out to a flight school, and leverage tax benefits to offset costs, turning a passion for flying into a financially viable investment. If you've ever dreamt of owning an aircraft or are

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1:10:31

#76 - MOST POPULAR EPISODE: Reduce Taxes & Maximize...

Passive Income Pilots ·

2024/09/10

In this episode of Passive Income Pilots, Tait Duryea takes you back to one of the most downloaded episodes in the show's history with Toby Mathis from Anderson Advisors. Discover how tax laws can work for you through real estate investments, cost segregation, and bonus depreciation strategies. Toby breaks down the game-changing legal strategies high-income earners can use to reduce their tax burden and maximize returns drastically. If you're a pilot frustrated with taxes or looking to level up your

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51:23

#75 - Unlocking Tax Savings: Real Estate Strategies...

Passive Income Pilots ·

2024/09/04

Welcome back to Passive Income Pilots! This week, Tait and Ryan are joined by Brandon Hall, a top CPA and founder of Hall CPA, PLLC, to dive into one of the most powerful tax strategies for high-income professionals: real estate professional status. With over 800 clients and a specialization in real estate tax strategies, Brandon breaks down the benefits, nuances, and how pilots can leverage this loophole to minimize taxes and maximize wealth. Whether you're a seasoned investor or just curious, this

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54:10

#74 - The Inside Track: Mastering Real Estate...

Passive Income Pilots ·

2024/08/27

Welcome to another episode of Passive Income Pilots! This week, Tait and Ryan dive deep into the world of real estate syndications—a game-changing investment strategy for busy professionals, especially pilots. They break down what syndications are, how they work, and the pros and cons of this passive income stream. From navigating the complexities of recourse vs. non-recourse loans to understanding the importance of vetting syndicators, this episode is packed with valuable insights to help you soar

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47:29

#73 - From Market Cycles to REITs: What Every Pilot...

Passive Income Pilots ·

2024/08/20

Welcome to another insightful episode of Passive Income Pilots! This week, Tait and Ryan are joined by Dr. Glenn Mueller, a seasoned economist and real estate professor with over 40 years of experience. Dr. Mueller explores the current economic landscape, the real estate market, and the fascinating REIT world. Whether you're curious about market cycles or looking to understand how to analyze REITs like a pro, this episode is packed with expert knowledge. Plus, stick around as Dr. Mueller reveals his

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24:09

#72 - Cleared for Takeoff: Updated FAA Mental Health...

Passive Income Pilots ·

2024/08/13

In this week's episode of Passive Income Pilots, Tait and Ryan are thrilled to have Joe LoRusso back on the show for an essential update on the evolving landscape of pilot mental health regulations. Since his last appearance, significant changes have been implemented by the FAA, including new guidelines for mental health treatments and expanded medication approvals. Joe breaks down what these changes mean for pilots navigating the complex aeromedical process. If you're a pilot or know someone facing

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132 results

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