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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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On this episode of Passive Income Pilots, Tait and Ryan interview Dan Templin. Dan Templin is a real estate investor and coach in addition to being the owner of different small businesses. He manages real estate investments from top to bottom for his busy clients. Dan possesses an unwavering dedication to assisting investors in successfully establi…
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On this episode of Passive Income Pilots, Tait and Ryan interview Anthony Geraci. Anthony Geraci is the CEO of Stratus Financial. He is a serial entrepreneur with several successful companies and a results-driven CEO and Board Member. He is also a mentor to CEOs nationwide and a team builder who is passionate about company culture. Anthony Geraci, …
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On this episode of Passive Income Pilots, Tait and Ryan interview Brad Baldridge. Brad Baldridge is a Certified Financial Planner™, College Funding Consultant, and chief podcaster at Taming the High Cost of College. He has many years of experience working with families in the college planning process, where he seeks to reduce their college costs si…
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On this episode of Passive Income Pilots, Tait and Ryan interview Rich Fettke. Rich Fettke is the co-founder of Real Wealth Network, where he oversees marketing and business development. He is a licensed real estate broker, experienced investor, and Master Certified Business Coach. Rich specializes in helping the team stay aligned and inspired to f…
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On this episode of Passive Income Pilots, Tait and Ryan dive into the dynamic world of short-term rentals with Alex Jarbo, the founder and CEO of Open Atlas Investments. Alex is a trailblazing entrepreneur revolutionizing the vacation rental and hospitality industry through innovative micro-resort developments. With a remarkable portfolio exceeding…
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On this episode of Passive Income Pilots, Tait and Ryan interview Derreck Long, a Senior IRA Specialist at Quest Trust Company. Quest Trust manages IRAs for alternative investments such as real estate, notes, oil and gas, and private placements. Derreck, a Self-Directed IRA and Solo 401K Expert since 2017 with a CISP from the American Banking Assoc…
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On this episode of Passive Income Pilots, Tait and Ryan interview Austin Dean, the founder and CEO of Waystone Advisors. With over a decade of experience in the financial industry and a degree in Business and Marketing from the University of Washington, Austin brings a wealth of knowledge to the table. As a seasoned financial advisor, he holds four…
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On this episode of Passive Income Pilots, Tait and Ryan interview Timothy Pope, a Certified Financial Planner and GA pilot dedicated to serving professional pilots across America. With a Bachelor of Science degree from Wake Forest University, Tim brings extensive experience from his previous roles at a large investment management firm and a regiona…
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On this episode of Passive Income Pilots, Tait and Ryan interview David Temko, President of C2 Financial, the nation's leading mortgage broker. David leads a team of expert loan officers and has extensive experience in commercial loans, sales, leasing, and banking. He discusses the impact of rising interest rates on the housing market, the benefits…
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On this episode of Passive Income Pilots, Tait and Ryan interview Yonah Weiss, the #CostSegKing. Yonah is a renowned cost segregation expert, real estate investor, and host of the Weiss Advice podcast. With a background in teaching, Yonah educates property owners on saving millions in taxes through cost segregation. Featured on over 300 real estate…
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On this episode of Passive Income Pilots, Tait and Ryan interview Ben Fraser, Managing Director and CIO of Aspen Funds. Ben, an expert in alternative income investments, shares his extensive experience in the financial industry, including roles in commercial lending, credit underwriting, and energy infrastructure asset management. He played a signi…
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We are thrilled to have John Chang on this episode of Passive Income Pilots. As the National Director of Research Services for Marcus & Millichap, the leading commercial real estate brokerage in the U.S., John leads a team of 20 analysts to produce cutting-edge market forecasts. He speaks at over 50 conferences annually, sharing his deep expertise.…
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Today on Passive Income Pilots, Tait and Ryan delve into SEC rules and the key differences between 506B and 506C offerings. They explain what it takes to become an accredited investor and discuss the transformative impact of the JOBS Act of 2012. You'll learn about the investor accreditation process, including how to prove your status to operators …
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On this episode of Passive Income Pilots, Tait and Ryan interview Alex Felice, the creative director for the BetterLife podcast, real estate investor, and talented photographer. Alex, an Army veteran and globe traveler, shares his journey from financial struggle to success in the rental property market, inspired by the BiggerPockets podcast. He cre…
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On this episode of Passive Income Pilots, Ryan interviews Aaron Saunders, President of Spartan Construction Management. With over 15 years of construction leadership experience, Aaron has managed projects totaling over $150M, from single-family rentals to multifamily developments. He reveals the secrets to mitigating risk and ensuring success in de…
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Today on Passive Income Pilots, Tait and Ryan dive into the concept of "yield on cost," highlighting its importance in evaluating investment returns. They provide a comprehensive guide on interpreting yield on cost numbers to help listeners make informed investment decisions. The episode covers common pitfalls during the lease-up period and offers …
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On this episode of Passive Income Pilots, Tait and Ryan interview Trevor Flor, a seasoned real estate professional with extensive experience in residential and commercial transactions. A UC Santa Barbara graduate, Trevor founded his own brokerage firm and expanded into commercial real estate. With a background in underwriting over $1.5 billion in m…
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Today on Passive Income Pilots, Tait and Ryan dive deep into the world of syndication. They explore the crucial role of the preferred return in investment distributions and discuss the significance of fund of funds as intermediaries between limited partners and operators. They also shed light on operators' responsibilities in managing investment pr…
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Today on Passive Income Pilots, Tait and Ryan dive into the benefits and considerations of diversifying your investment portfolio to achieve long-term financial goals. They discuss the advantages and potential drawbacks of maximizing 401(k) contributions and explore 401(k) loan options, including loan limits, risks, and their impact on retirement s…
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On this episode of Passive Income Pilots, Tait and Ryan interview J Scott, a renowned entrepreneur, investor, and co-host of The BiggerPockets Business Podcast. J shares his expertise in real estate, having accumulated a portfolio worth over $70 million through purchasing, building, rehabbing, selling, syndicating, and holding residential propertie…
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On this episode of Passive Income Pilots, Tait and Ryan interview CDR Jesse Reed, a distinguished Navy veteran and accomplished private wealth manager. Jesse graduated from the United States Naval Academy and served as an F/A-18C Hornet pilot, amassing 2,500 flight hours and 300 carrier landings. Transitioning to civilian life, he became a commerci…
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On this episode of Passive Income Pilots, Tait and Ryan interview Neal Bawa, CEO and Founder of UGro and Grocapitus, leading commercial real estate investment firms. Neal's expertise in real estate analytics has built a portfolio of over 4,800 units and $1 billion in assets under management. With a strong following among data-driven investors and o…
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Today on Passive Income Pilots, Tait and Ryan share their candid experiences with passive and active investment deals. Inspired by the aviation industry's ASAP reports, they offer real-life lessons for pilots and investors. Ryan recounts his cautionary tale in real estate investing, while Tait discusses his blunders with his first passive deal. Tog…
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On this episode of Passive Income Pilots, Tait and Ryan interview Charles Krawitz, a financing industry veteran with over 30 years of experience. Charles has held leadership roles at ABN AMRO, KeyBank, and Fifth Third Bank and is currently the Senior Vice President, Chief Capital Markets Officer, and Head of Commercial Lending at Alliant Credit Uni…
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On this episode of Passive Income Pilots, Tait and Ryan interview Tarl Yarber, a seasoned real estate investor and CEO/Founder of Fixated Events, Fixated Capital, Fixated Funding, and The Limitless Expo. With over 600 single-family homes purchased, rehabbed, and re-sold, Tarl has transitioned from house flipping to mastering the BRRRR (Buy, Rehab, …
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On this episode of Passive Income Pilots, Tait and Ryan interview Clint Coons, founding partner of Anderson Business Advisors, a legal and tax firm with over 450 employees. Clint, an expert in entity structuring for real estate investors, shares his extensive experience from acquiring over 200 properties. As an author and educator, Clint has publis…
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