Shows
Passive Income Pilots#129 - Ego, Taxes, and the Paycheck Trap: Pilot Wealth Myths ExposedWhy do so many high-earning pilots struggle to build real wealth?Hosts Tait Duryea and Ryan Gibson get candid about the habits, mindset, and blind spots that keep aviators from achieving true financial independence. They reveal the five biggest mistakes pilots make, from lifestyle creep and tax traps to ego-driven investing, and how to replace them with smarter, more sustainable wealth strategies. Whether you’re a first officer just starting out or a captain eyeing retirement, this conversation will challenge how you think about money, success, and the long game of building lasting freedom....
2025-10-1029 minPassive Income Pilots#126 - Early Real Estate Mistakes and Lessons LearnedWhat separates pilots who want to invest from those who actually succeed? In this episode, Tait Duryea and Ryan Gibson share the real stories behind their first deals, the mistakes they made, and the lessons that still guide them today. From disastrous single-family rentals to managing multifamily properties, they explain why failure is often the best teacher and why no one should try to “lone wolf” their way through real estate.They also highlight the power of networking and why being “in the arena” matters more than sitting on the sidel...
2025-09-1833 minPassive Income Pilots#123 - Market Cycles, Debt, and Real Estate Opportunities with Hunter ThompsonIs now the right time to buy real estate or to hold cash? In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unpack today’s real estate market. They cover cycles, debt structures, the COVID impact, rising interest rates, and why current distress is more about financing than fundamentals. Whether you’re an LP wondering how to vet a deal or a high-income professional looking for the next big move, this conversation offers clarity on where we stand in 2025 and w...
2025-08-1949 minPassive Income Pilots#122 - How Pilots Use Whole Life Insurance to Fund Investments with Rod ZabriskieWhat if your life insurance could help you invest without selling a single asset?Tait Duryea and Ryan Gibson welcome back Rod Zabriskie of Money Insights to demystify how whole life insurance can be used as a wealth-building tool. They break down the differences between term and whole life, how cash value grows, and why this strategy avoids risks like margin calls. You’ll hear how pilots are using these policies to fund real estate, reduce taxes, and create a perpetual source of investment capital.Rod Zabriskie, president of th...
2025-08-1249 minPassive Income Pilots#118 - The Big Beautiful Tax Bill with Nathan SosaGet ready to demystify the 2025 Tax Bill.Hosts Tait Duryea and Ryan Gibson sit down with Nathan Sosa, tax strategist at Hall CPA, to uncover what this sweeping legislation really means for pilots and high-income earners. From the return of 100% bonus depreciation to new deductions for auto loans and overtime, Nathan breaks down exactly who benefits and how. Whether you're building passive income or just want to keep more of what you earn, this is required listening.Nathan Sosa is a Certified Public Accountant (CPA) with Hall CPA, a...
2025-07-1148 minPassive Income Pilots#117 - How to Evaluate and Join Real Estate SyndicationsEver wonder what happens when you invest in a syndication? In this episode, hosts Tait Duryea and Ryan Gibson break down how real estate syndications work, from deal sourcing and underwriting to legal docs, fees, and investor returns. Learn how passive investors get access to large-scale deals, what to look for in a sponsor, and what happens after you wire the funds. If you're considering a syndication, this is your essential primer.Show notes:(0:00) Intro(03:11) Why syndications open new doors(05:02) What is a real estate syndication?(07:20...
2025-07-0243 minPassive Income Pilots#115 - Inside Self-Storage: A Hidden Powerhouse for InvestorsGet ready to uncover the secrets of one of commercial real estate’s most resilient and misunderstood asset classes: self-storage. In this in-depth episode, Tait Duryea and Ryan Gibson explore why self-storage continues to outperform in uncertain times, how millennials are transforming storage use, and what makes it such a powerful wealth vehicle for passive investors. They share personal stories, break down tenant behavior, explain how to boost NOI with tenant insurance, and demystify cap rates and value creation. Plus, hear about their upcoming Houston tour where you can walk properties and learn the strategy firsthand....
2025-06-1750 minPassive Income Pilots#114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda WynaldaIn this episode, hosts Tait Duryea and Ryan Gibson sit down with attorney Amanda Wynalda from Anderson Advisors to unpack everything pilots and high-income earners need to know about trusts, wills, and asset protection. From revocable vs. irrevocable trusts to layering LLCs and avoiding the due-on-sale clause, this episode is a blueprint for protecting your wealth while staying legally compliant. Amanda Wynalda is a licensed attorney and executive at Anderson Business Advisors, where she leads the land trust and deed department. With a background in tax law, estate planning, and a personal history in a...
2025-06-1059 minPassive Income Pilots#113 - The Fed, The Treasury, and Your Portfolio with Dr. Peter LinnemanIn this episode, hosts Tait Duryea and Ryan Gibson talk with chief economist Dr. Peter Linneman to demystify interest rates, the national deficit, and how it all affects pilots, real estate investors, and entrepreneurs. Discover why U.S. debt may not be the threat it’s made out to be, how capital flows drive values, and what most people get wrong about inflation and treasury yields. They also unpack commercial real estate's current cycle, the impact of bonus depreciation, and why now might be the smartest time to invest if you know where to look....
2025-06-0353 minPassive Income Pilots#112 - The Tax Strategies Every Pilot Should Know in 2025 with Thomas CastelliIn this episode, Tait Duryea and Ryan Gibson welcome CPA Thomas Castelli of Hall CPA to break down the latest tax developments affecting high-income earners. From the potential return of 100% bonus depreciation to how the real estate professional status works in practice, Tom shares key strategies to help you keep more of what you earn. Whether you're flying the line or growing your rental portfolio, this episode delivers practical advice for optimizing deductions, structuring entities, and deciding when to hire a pro vs. going DIY.Thomas Castelli is a CPA and partner at Hall...
2025-05-2747 minPassive Income Pilots#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez FakhouryIn this episode, hosts Tait Duryea and Ryan Gibson welcome Ramez Fakhoury from IRA Club. This episode dives into how pilots can unlock old 401(k)s, TSPs, and HSAs for real estate and other alternative investments. Hear a detailed story of a Southwest pilot transitioning to American Airlines and learn what decisions made the biggest impact. Whether you're changing airlines or just seeking better returns, this episode is packed with actionable insights.Ramez Fakhoury is the Vice President of IRA Club, a leading self-directed IRA custodian. With a background in hospitality and entrepreneurship, Ramez...
2025-05-1354 minPassive Income Pilots#109 - The Flight Plan for Syndications: Risk, Returns, and Real WealthIn this episode, hosts Tait Duryea and Ryan Gibson deliver an in-depth, pilot-friendly primer on syndications and passive real estate investing. They break down the risk spectrum from core to opportunistic deals, while sharing real-world analogies and experiences from their own projects, like the Canyon City land entitlement. Learn how to properly evaluate risk-adjusted returns, the importance of DSCR vs LTV, and what preferred return really means in a syndication waterfall. This episode is a must-listen for high-income professionals looking to navigate passive investing with clarity and confidence.Show n...
2025-05-0639 minPassive Income Pilots#108 - Case Study: Real Estate Professional Status That Held Up in Court with Brandon HallIn this episode, Tait Duryea flies solo to spotlight a powerful tax strategy many high-income earners overlook: real estate professional status. Featuring Brandon Hall from Hall CPA, this episode breaks down a real tax court victory by a harbor pilot who leveraged a flexible W-2 job schedule to claim REP status and unlock massive tax savings. Discover the legal requirements, the importance of documentation, and how pilots are uniquely positioned to take advantage of this IRS loophole—a must-listen for anyone serious about turning real estate into real tax strategy.Brandon Hall is a CP...
2025-04-3021 minPassive Income Pilots#106 – Time Freedom and Cash Strategies with Brian HerriotHosts Tait Duryea and Ryan Gibson welcome financial strategist Brian Herriot for a thought-provoking conversation on redefining retirement and wealth. Explore the power of time freedom, why cash might be your most underappreciated asset, and how to build passive income streams that work for pilots and professionals alike. Brian shares practical tactics for holding liquidity, investing for lifestyle flexibility, and balancing entrepreneurship with financial security. Discover a fresh framework for achieving more life long before 65.Brian Herriot is a financial advisor and founder of Herriot Business Consulting, where he specializes in guiding entrepreneurs and...
2025-04-1539 minPassive Income Pilots#105 - Buying and Building a Profitable Aviation Business with James SpearmanIn this episode, Tait Duryea and Ryan Gibson are joined by James Spearman, owner of Spearman Aircraft and Iconic Rides. James walks through his journey of acquiring and scaling an aircraft maintenance business through seller financing, boosting its value through streamlined systems and strategic marketing. He shares the mindset and steps that helped him turn a struggling shop into a seven-figure operation while positioning it for future passive income or a high-multiple exit. If you've ever considered buying a business, this episode is packed with tactical insights.James Spearman is a military-trained pilot, licensed...
2025-04-0846 minPassive Income Pilots#104 - Active vs. Passive: Storage Strategies from the Flight Deck with Michael MeylorIn this episode, Tait Duryea and Ryan Gibson sit down with Michael Meylor, a seasoned pilot and self-storage investor who has built an impressive portfolio without raising outside capital. Michael shares how he transitioned from military to commercial flying, how he and his wife started investing in single-family rentals, and why they pivoted to commercial self-storage. The episode covers everything from identifying the right-sized deals to financing with SBA loans, and even touches on family involvement, tax strategies, and the realities of active vs. passive investing.Michael Meylor is a major airline pilot and...
2025-04-0149 minPassive Income Pilots#102 - Creating True Passive Income Through Note Investing with Tom ForceIn this episode, Tait Duryea and Ryan Gibson sit down with retired airline captain and seasoned investor Tom Force to discuss a real estate strategy many overlook—note investing. They cover tax strategies, risk management, and how to get started in note investing. If you’re tired of tenant headaches and want to invest like a bank, this episode is for you.Tom Force, a retired airline pilot and real estate investor, found financial freedom through note investing. After years in rentals and development, he shifted to this truly passive strategy. Now, through Note Club...
2025-03-1849 minPassive Income Pilots#101 - Airbnb for Aircraft: Hangar Investing & Aviation Real Estate with Trenton RayHangar space is in short supply, but Trenton Ray is changing that. In this episode, Tait Duryea and Ryan Gibson chat with Trenton about Hangar Direct, his platform that’s like Airbnb for hangars—making it easier for pilots to find and rent space. They dive into the supply shortage, investment potential, and what to know about leasing, financing, or building a hangar. Trenton Ray is a corporate pilot and aviation entrepreneur based in Austin, Texas. With experience flying various private and corporate jets, he saw firsthand the challenges pilots face in securing hangar space...
2025-03-1141 minPassive Income Pilots#100 - Getting to Know Tait & RyanIn this special 100th episode of Passive Income Pilots, Tait Duryea and Ryan Gibson take listeners behind the scenes of the podcast, sharing how it all started and what goes into creating each episode. They also dive into their personal journeys in aviation, investing, and entrepreneurship. From buying their first rental properties to scaling multi-million-dollar real estate portfolios, they discuss lessons learned, investment strategies, and what’s next for the market. Plus, they break down key economic trends, the impact of inflation, and why 2025 may be one of the best buying opportunities in real estate....
2025-03-0451 minPassive Income Pilots#99 - Turnkey Real Estate: Passive or Problematic? A Deep Dive with Zach LemasterIn this episode, Tait Duryea and Ryan Gibson connect with Zach Lemaster to explore the world of turnkey real estate and build-to-rent properties. They discuss the benefits and challenges of owning physical real estate, the tax advantages of rental properties, and how busy professionals can invest without becoming full-time landlords. Zach shares insights on market trends, the importance of expectation setting, and why new construction rentals might be a better option than traditional rehabs.Zach Lemaster is the founder and CEO of Rent to Retirement, a leading turnkey real estate investment company. A former...
2025-02-2552 minPassive Income Pilots#98 - The Right Coverage: Property Insurance Strategies with Valerie CusanoIn this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Valerie Cusano, an insurance expert with a background in law and decades of experience in commercial and residential insurance. Val dives deep into the critical aspects of real estate insurance, particularly for condo and rental property owners. She explains the difference between condo and homeowners insurance, key policy coverages investors should have, and how to evaluate a building’s financial health before buying in. The conversation also touches on industry trends, the role of insurance brokers, and how global factors impact insurance rates....
2025-02-1849 minPassive Income Pilots#97 - Creative Deal Structuring: Smart Real Estate Strategies with Chris PrefontaineIn this episode, Tait Duryea and Ryan Gibson dive into creative real estate financing with Chris Prefontaine, founder of Smart Real Estate Coach. Chris shares powerful strategies like seller financing, subject-to deals, and lease purchases, revealing how investors can acquire properties without banks—even in today’s high-interest rate environment. Learn how to find off-market properties, negotiate seller carrybacks, and unlock hidden real estate opportunities.Chris Prefontaine is the chairman and founder of Smart Real Estate Coach, with over 30 years of experience in the real estate industry. Since 1991, he has built, brokered, and invested in p...
2025-02-1153 minPassive Income Pilots#92 - Opportunity Zones for Passive Income: Unlock Tax Savings and Growth with Nathan SosaDive into the intricacies of Opportunity Zones with this episode of Passive Income Pilots. Hosts Tait Duryea and Ryan Gibson are joined by CPA Nathan Sosa of Hall CPA, who demystifies Opportunity Zone (OZ) investments and their potential for tax deferral and appreciation. Whether you're an active investor or prefer passive opportunities, learn how OZs can defer taxes on gains from stocks, businesses, or real estate, and how they compare to other tax strategies like 1031 exchanges. Nathan explains the steps, requirements, and benefits, all while offering actionable insights tailored to high-income earners, especially pilots....
2025-01-0751 minPassive Income Pilots#85 - Cost Segregation: The Tax Strategy You Can’t Afford to Ignore with Erik OliverWelcome 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 retroactively applying cost segregation to past investments. Whether you're a seasoned investor or new to real estate, this episode offers actionable advice on how cost segregation...
2024-11-1947 minPassive Income Pilots#80 - Storm-Proofing Your Real Estate Investment with Jules Sneddon and Trevor MossWelcome 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 how to vet a reliable insurance carrier. Jules Sneddon is the Executive Vice President of Sales a...
2024-10-1651 minPassive Income Pilots#78 - Lifestyle Investments: Leveraging Seaside Property for Passive Income with Casey RoloffIn 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 passive income opportunities. Discover how a well-placed seaside investment can create long-term value, financial gains, and personal enjoyment.Casey Roloff is the founder...
2024-10-0151 minPassive Income Pilots#75 - Unlocking Real Estate Professional Status (REPS) with Brandon HallWelcome 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 episode is packed with insights you don’t want to miss!Brandon Hall is...
2024-09-0451 minPassive Income Pilots#74 - The Inside Track: Mastering Real Estate Syndications for Long-Term SuccessWelcome 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 above the turbulence in your investment journey. Tune in to learn how you can achieve financial freedom without the daily grind of pr...
2024-08-2754 minPassive Income Pilots#72 - Cleared for Takeoff: Updated FAA Mental Health Regulations with Joe LoRussoIn 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 mental health challenges, this episode is a must-listen for staying informed and protecting your medical certification.
2024-08-1324 minPassive Income Pilots#71 - 5 Creative Ways To Find Investment Cash Welcome back to another episode of Passive Income Pilots! Today, Tait and Ryan dive into five unconventional ways to unlock cash for your next investment. Whether leveraging home equity, rolling over an old 401k, or borrowing against your stock portfolio, this episode is packed with actionable strategies to help you soar to new financial heights. Tune in to discover how you can multiply your investment opportunities and optimize your financial toolkit. Plus, don't miss the details about our first-ever webinar featuring the experts on whole life insurance strategies. Get ready to elevate your passive income game!
2024-08-0626 minPassive Income Pilots#65 - Cashing In on Convenience: The Secret Economy of Vending MachinesWelcome 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 seasoned investor or looking for a side business to try with your kids, this episode is packed with insights and practical advice on turning everyday conveniences into lucrative income streams. Tune in to discover the secrets of the vending machine business and learn how you can cash...
2024-07-0850 minPassive Income Pilots#66 - Frequent Flyer Health Hacks from Special Forces Coach Alex RaceyIn 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.S. Army, shares his expertise on how to achieve overall well-being through practical advice on nutrition, exercise, and sleep. He also has a personal connection to the aviation world through his son, who is in training to become a pilot. Alex highlights the significance of consistent...
2024-07-0235 minPassive Income Pilots#64 - Shark Tank Pilot Episode: Nick Friedman's College Hunks Hauling JunkWelcome 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 franchise. Tune in to learn about the franchising process, the challenges and successes Nick faced, and valuable insights for aspiring franchise owners. Whether you're interested in franchising or simply looking for inspiring entrepreneurial stories, this episode is packed with valuable information.
2024-06-1839 minPassive Income Pilots#63 - Keith Rosenkranz: The Delta Captain Who Chartered His Own Retirement FlightIn 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 retirement.As a pilot, you're familiar with the importance of planning and precision, both in the cockpit and in your financial life. Keith's story is a testament to what’s possible with careful planning, disciplined investing, and a passion for aviation. ...
2024-06-1154 minPassive Income Pilots#61 - NFL Defensive Legend Cliff Avril: Crushing Real Estate After Crushing QBsWelcome 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 countless quarterback sacks, Cliff has seamlessly transitioned from the gridiron to the real estate market. In this episode, Cliff shares his journey from NFL stardom to real estate success, offering invaluable insights on financial freedom, investment strategies, and the mindset required to crush it in...
2024-05-2843 minPassive Income Pilots#60 - Cleared for Takeover: Collin Hathaway on the Boomer Business Buyout BoomWelcome 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 plumbing company in 2008 to building a multi-million-dollar business empire. Discover how pilots can capitalize on the wave of baby boomers retiring and selling their high-cashflow blue-collar businesses. Whether you're looking to invest passively or actively take over a business, this episode is packed with valuable insights and...
2024-05-2153 minPassive Income Pilots#59 - The Silver Tsunami: Dwayne Clark on the Future of Senior Living InvestmentsWelcome 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 premier brand in the senior housing industry and provides insights into the challenges and triumphs of caring for the aging population.Timestamped Show Notes:(00:00) - Introduction by Tate and Ryan, discussing the demographic trends...
2024-05-1439 minPassive Income Pilots#58 - Tax Tactics: The TOP 5 Ways You Can Save with Toby MathisWelcome 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 from maximizing deductions to strategic asset management. Additionally, we'll cover an intriguing opportunity for pilots interested in aircraft ownership—how purchasing an airplane can not only serve personal and professional needs but also offer significant tax advantages. If you're looking to navigate the complexities of ta...
2024-05-0753 min
Passive Income Pilots#57 - From Handshakes to High Stakes: The Best Ever Blueprint for Building Wealth Through Connections with Joe FairlessWelcome 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 crossed paths. In this episode, Joe shares his expert insights on how strategic networking can transform real estate investments into massive wealth. Buckle up as we dive into a conversation that's all about elevating your investment game through powerful connections.Timestamped Show...
2024-05-0146 min
Passive Income Pilots#56 - Black Box Wealth: Earning Passive Income On The Blockchain with PIVX DAO Advisor Hans KoningIn 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 influence the digital economy and illustrates practical methods for earning passive income through blockchain technologies such as staking in PIVX. Delve into discussions that not only shed light on the technical mechanics of cryptocurrencies but also explore the crucial role of decentralized autonomous organizations (DAOs) in democratizing capital. This...
2024-04-2443 min
Passive Income Pilots#55 - First Class Intro to Angel Investing with OfferUp Founder Nick HuzarEver 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 revolutionized the way we sell online. Whether you're a passive income beginner or a seasoned investor, this episode is packed with insights on startup growth, the spirit of innovation, and practical tips for...
2024-04-1654 min
Passive Income Pilots#54 - The Inner Game of Real Estate with Leka DevathaJoin 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’re making your first investment or looking to expand your portfolio. Dive deep into the psyche of a successful investor and uncover the qualities that set apart the greats in the volatile arena of real estate.Timestamped Show Notes:...
2024-04-0945 min
Passive Income Pilots#53 - Eyes On The Horizon: Real Estate Insights from Kathy FettkeIn 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 of property investment. Whether you're at the helm of your real estate journey or just preparing for takeoff, this episode promises to elevate your understanding of real estate investments and economic trends. Timestamped Show Notes:
2024-04-0251 minPassive Income Pilots#52 - Economic Tailwinds: How 1031 Exchanges Propel Real Estate Portfolios With Kyle WilliamsUnlock 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 you're new to investing or looking to optimize your portfolio, this episode offers invaluable insights into maximizing your returns while minimizing tax liabilities. Engage with us, ask your burning questions, and propel your investments to new heights.Timestamped Show Notes:(00:00:00...
2024-03-2844 min
Passive Income Pilots#51 - Navigating Turbulence: Mental Health & Legal Safeguards for Pilots with Joe LoRussoJoin 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 industry norms. Joe brings invaluable dual insights from his experience in the cockpit and the courtroom. He addresses the mental health stigma, explains the intricate HIMS program, and provides expertise on dealing with DUI repercussions. This dialogue is a beacon for pilots and aviation...
2024-03-1349 minPassive Income Pilots#51 - Flight to Wellness: Elevating Mental Health in the Aviation Sector with Joe LoRussoOn this episode of Passive Income Pilots, Tait and Ryan interview Joe LoRusso.Joseph "Joe" LoRusso is the Director of Aviation at Ramos Law, having joined the firm in September 2021. With over two decades of experience in the aviation industry, he transitioned to law school after five years as a professional flight instructor. Passionate about representing pilots, Joe's love for aviation drives his commitment to serving the community. His unwavering dedication makes him a strong advocate for clients in aviation-related matters.Joe talks about the challenges faced by pilots regarding mental health issues and the...
2024-03-1249 minPassive Income Pilots#50 - Real Estate Investing: Building Resilient Wealth and Financial Independence with David PhelpsOn 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 to what truly mattered: his family. Today, Dr. David Phelps advocates for a Plan B — a strategy he has employed and helped hundreds of dentists and practice owners implement. Instead of conforming to traditional retirement advice that expects individuals to accumulate millions of do...
2024-02-1454 minPassive Income Pilots#49 - Reflections & Revelations: A Look Back at our Favorite Episodes to DateToday 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 out the most special episodes to scroll back for. Tune in for a look backwards, and a sneak peek of what's on the podcast's flight plan.Episodes mentioned:
2024-01-3120 minPassive Income Pilots#48 - Mastering Goal Setting and Strategic Planning in 2024Today 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, building habits, the art of strategic 'nos', and how a Big Hairy Audacious Goal can give you the laser-focus to cut through life's clutter. Tune in and gain a treasure trove of insights to help you design a future that brings your most ambitious dreams...
2024-01-2037 minPassive Income Pilots#47 - Innovative Wealth Strategies: From Life Insurance to Alternative Investing with Christian Allen and Rod ZabriskieOn 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 illustrate how the 'invest with benefits' philosophy caters to individual financial needs and integrates core wealth accumulation areas. Christian Allen, CEO of Money Insights, established the firm in 2014 to empower high-income earners to expedite wealth growth, refine investment strategies, and transition from high-income to h...
2024-01-0650 minPassive Income Pilots#46 - Investing in Oil, Gas, and Mineral Rights with Tax Advantages in Mind with Derreck LongOn 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 Self-Directed IRA and Solo 401K Expert in 2017. He received a CISP from the American Banking Association, spoke at hundreds of events around the United States, and even participated in lobbying efforts with Congress. Derreck talks about how his transition from his role in self-directed IRAs to...
2023-12-2046 minPassive Income Pilots#45 - Path to Financial Freedom: Real Estate, Mentorship, and Personal Growth with Alan UnderwoodOn 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 apartment complex. Alan describes his self-discovery that led him to prioritize mental and emotional health over business. Alan touched on the joys of flying and its therapeutic effects and encouraged everyone to pursue their passions. As a Command Pilot of Angel Flight West, he talked about the commendable work carried out...
2023-12-1358 minPassive Income Pilots#44 - Mastering Year-End Tax Strategies: From IRA Conversions to Short-Term Rental LoopholesIn 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 shares his experience of buying a property for short-term rental purposes. They discusses the tax write-offs and deductions of owning a rental property and highlights the financial benefits. Tune in and enjoy!Timestamped Show Notes(4:25) Ma...
2023-12-0639 minPassive Income Pilots#43 - Exploring the Boom of Self-Storage and Its Investment PotentialWelcome 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 the show!Timestamped Show Notes(00:00) Intro(03:34) What is a cap rate, and why does it matter(07:26) Real estate vs. stocks(08:54) Why invest in a ground-up development project(10:44) Why...
2023-11-1043 minPassive Income Pilots#42 - Real Estate Investing: Tax-Saving Strategies and Best Practices with Billy WithersOn 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 virtual firm, he provides prompt and effective service to ensure the growth and needs of his clients are met. Billy's experience in the field has made him an invaluable asset to those looking to maximize their profits while minimizing their tax liabilities. Billy...
2023-10-2554 minPassive Income Pilots#41 - Short-Term Rental Strategies To Maximize Your Passive Income with Dan TemplinOn 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 establishing and operating their first Airbnb venture. Dan shares his journey into the short-term rental industry. He discusses his experience with rental arbitrage, building relationships with landlords, and the potential of short-term rentals. Dan also provides software recommendations and insights on managing rental units a...
2023-10-1847 minPassive Income Pilots#40 - A Deep Dive Into Flight School Financing with Anthony GeraciOn 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, Esq., is also the CEO and a partner at Geraci, where he is responsible for firm strategy and development of Geraci’s team and culture. Anthony is skilled in mortgage lending and securities law and has authored numerous articles on real estate fi...
2023-10-1151 minPassive Income Pilots#39 - Decoding College Costs and Complex College Savings Plans with Brad BaldridgeOn 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 significantly. Brad provides expert guidance, customized planning services, and insights on the latest tax, cash flow, and academic strategies. He specializes in helping students earn admission to their preferred school and realize their college dreams. Brad discusses the complexity of college planning, the impact of...
2023-10-0451 minPassive Income Pilots#38 - Exploring Real Estate Investing, Work-life Balance, and Personal Growth with Rich FettkeOn 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 fulfill the company’s purpose, mission, and values. He has been featured in media outlets such as USA Today, Entrepreneur Magazine, and the Wall Street Journal. He is also an accomplished author with books like Extreme Success, Momentum, and The Wise Investor: A Modern Parable Ab...
2023-09-2746 minPassive Income Pilots#37 - Empowering Insights and Strategies On Short-Term Rentals with Alex JarboOn 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 $10 million in unique short-term rentals, Alex shares his expert insights on how to unlock the full potential of this lucrative market. Discover the benefits and tax advantages of vacation rentals, and learn about effective underwriting strategies. Alex also delves into the nuances of regulations, themed properties, and the best...
2023-09-2032 minPassive Income Pilots#36 - Decoding the Untapped Potential and Complex World of Self-Directed IRAs with Derreck LongOn 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 Association, has spoken at hundreds of events nationwide and participated in lobbying efforts with Congress. He provides invaluable insights into self-directed IRAs, detailing ways to fund retirement accounts, contribution limits, and the process of rolling over a Thrift Savings Plan (TSP). Derreck also demystifies...
2023-09-1352 minPassive Income Pilots#35 - Life Insurance Optimization and the Three-Pillar Investment Wealth-Building Strategy With Austin DeanOn 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 designations that enable him to provide deep insights into various financial situations and the tools to navigate them. Austin passionately shares his expertise on leveraging life insurance as a stable asset, emphasizing the importance of diversification and a balanced investment...
2023-09-0637 minPassive Income Pilots#34 - Navigating Cash Balance Plans and Retirement for Airline and Corporate Pilots with Timothy PopeOn 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 regional bank before starting his own practice in 2020. Tim excels at helping clients organize and optimize their financial lives through a straightforward planning process and an active, hands-on partnership that prioritizes their goals, dreams, and values. In this episode, Tim delves into the professional pilot industry...
2023-08-3033 minPassive Income Pilots#33 - Mortgages, Refinancing, and Home Buying with Expert David TemkoOn 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 of buying now, tax advantages, potential appreciation, and the critical role of mortgage brokers. David also covers refinancing, leveraging home equity, and the importance of local banks and credit unions. He emphasizes the enduring value of real estate and the necessity of informed decision-making...
2023-08-2351 minPassive Income Pilots#32 - Tax Savvy Investing: The Power of Cost Segregation with Yonah WeissOn 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 podcasts, he shares insights on tax strategies, debunks misconceptions, and explains the evolution of cost segregation. Yonah discusses the importance of engineering knowledge in cost segregation, its impact on real estate investing, and navigating IRS regulations for real estate professional status. Enjoy the show!
2023-08-161h 00Passive Income Pilots#31 - Discover Profitable Oil and Gas Investments and Expert Strategies with Ben FraserOn 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 significant role in expanding Tortoise Capital Advisors from $3BN to $7BN in institutional managed accounts. With an MBA from Azusa Pacific University and a B.S. in Finance from the University of Kansas, Ben discusses the economics of oil and gas, highlighting investment opportunities and the potential stability of...
2023-08-0944 minPassive Income Pilots#30 - Investing in Commercial Real Estate and Analyzing Economic Indicators with John ChangWe 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. Fresh from a recent Fed meeting, John delivers mind-blowing revelations about the state of the real estate market and the top investment opportunities in a 45-minute presentation with slides. Don't miss this game-changing episode, Watch it on our YouTube channel!
2023-08-021h 01Passive Income Pilots#29 - An Essential Guide to Decoding Non-Accredited and Accredited InvestorsToday 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 and the benefits of using third-party verification companies. They also highlight the important role that attorneys, CPAs, and financial advisors play in validating accredited status. Enjoy the show!Timestamped Show Notes(00:00) Intro
2023-07-2721 minPassive Income Pilots#28 - Real Estate Investing For Wealth And Purpose With The Right Mindset With Alex FeliceOn 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 created the blog "Broke is a Choice" to help others achieve financial freedom through real estate. Alex discusses the benefits of real estate investing, such as steady cash flow and long-term stability, and emphasizes the importance of a supportive network, making sacrifices, and setting clear financial goals...
2023-06-2852 minPassive Income Pilots#27 - Commercial Construction Management: A Deep Dive Into Ground-Up Development with Aaron SaundersOn 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 developing a new self-storage project in Bellevue, Florida. Aaron discusses obtaining permits, navigating zoning complexities, building community relationships, and conducting thorough due diligence when purchasing land. He also shares insights on construction project management and contractor selection. This episode is a must-listen for anyone in real estate or construction. Enjoy the show!
2023-06-211h 09Passive Income Pilots#26 - Decoding Yield on Cost: Interpreting Numbers and Assessing Investment Risks and ReturnsToday 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 strategies to mitigate risks and protect investments. Additionally, Tait and Ryan tackle the stigma surrounding development deals, debunking misconceptions and emphasizing the lucrative opportunities these projects can offer. Enjoy the show!Timestamped Show Notes(00:00) Intro(01:44...
2023-06-1620 minPassive Income Pilots#25 - From US Navy Pilot to Real Estate Expert: Unpacking 1031 Exchanges and DSTs with Trevor FlorOn 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 medical-related real estate and participating in over $200 million in transactions, Trevor's analytical skills are unmatched. A former Navy F-18 Super Hornet pilot and instructor, he holds an MBA from the University of North Carolina and an MS in Real Estate from Fordham University. At DAI Securities, LLC, Trevor...
2023-06-141h 08Passive Income Pilots#24 - Passive Investing: Syndication 101 – Key Players, Documents, Due Diligence, and LiquidityToday 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 projects and highlight essential documents in syndication deals. Additionally, they tackle liquidity issues and emphasize the importance of the Private Placement Memorandum (PPM) and thorough due diligence for investor protection. Enjoy the show!Timestamped Show Notes(00:00) Intro
2023-06-0754 minPassive Income Pilots#23 - Counting the Cost: The Risks and Rewards of 401(k) Loans for PilotsToday 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 savings. They share compelling examples of investors who took out 401(k) loans, examining their motivations, experiences, and lessons learned. Additionally, they touch on rolling over a 401(k) to a self-directed IRA. Enjoy the show!Timestamped Show Notes(00:00) Intro(01:21...
2023-06-0220 minPassive Income Pilots#22 - Economic Trends, Multifamily, Angel Investing, and Investment Strategies with J ScottOn 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 properties. As an accomplished author of four bestselling books on real estate investing, J provides invaluable insights into navigating the multifamily market amid the current economic landscape. He delves into the complexities of real estate syndication, multifamily deals, and draws parallels between real estate investing and angel investing, offering practical tips on...
2023-05-3155 minPassive Income Pilots#21 - Flight Plan for Finances: Financial Planning and Strategies for Pilots with Jesse ReedOn 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 commercial pilot and a Certified Financial Planner, now working with Creative Planning. Jesse shares his journey from the Navy to the airline industry and finance, explaining how he assists pilots with financial planning, incorporating uncorrelated assets into investment portfolios. He provides real-life examples of pilots' financial...
2023-05-2654 minPassive Income Pilots#20 - The Economic Landscape, Recession, Investing, and the Impact of AI Technology with Neal BawaOn 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 over 1,000 five-star reviews on his Real Estate Data Analytics course on Udemy, Neal provides valuable insights into the economy's impact on the real estate industry, particularly the multifamily sector. He discusses the distress in multifamily syndication, navigating the current market, and evaluating reliable syndicators. Neal also...
2023-05-241h 08Passive Income Pilots#19 - Invaluable Insights: ASAP Reports on Passive and Active Investment DealsToday 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. Together, they provide actionable advice and strategies to help listeners navigate their investment journey. Enjoy the show!(00:00) Intro(01:12) What is an ASAP report?(03:14) Ryan recommends listening to your wife and having a plan when investing(07:44) How...
2023-05-1934 minPassive Income Pilots#18 - Credit Unions vs. Banks: Choosing the Right Financing Partner with Charles KrawitzOn 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 Union. He discusses the benefits of working with credit unions, yield maintenance, commercial real estate market trends, and the role of commercial mortgage brokers in securing optimal financing terms. Charles also shares insights on Alliant's due diligence process and the advantages of exclusive partnerships. Enjoy...
2023-05-171h 06Passive Income Pilots#17 - Mastering Real Estate Investing: Key Systems and Processes with Tarl YarberOn 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, Rent, Refinance, Repeat) investment model. As a leading contributor to BiggerPockets, Tarl shares his expertise in creating efficient real estate systems and scaling businesses. He discusses his journey into real estate, common mistakes new investors make, and practical strategies for finding and analyzing deals. Enjoy the show!
2023-05-1259 minPassive Income Pilots#16 - Investing with Confidence: Asset Protection Strategies with Clint CoonsOn 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 published numerous resources on real estate investing and asset protection, including his book "Asset Protection for Real Estate Investors." In this episode, Clint provides invaluable insights on asset protection and LLC strategies to safeguard investments, including liability separation, LLC setup, and estate planning. He also covers tax...
2023-05-1049 minPassive Income Pilots#15 - Why Commercial Real Estate Trumps ResidentialToday on Passive Income Pilots, Tait and Ryan share their journey to creating $8M in equity with a storage facility. Ryan discusses his recent visit to his East Coast portfolio with the new president of FreeUp Storage. Tait delves into his real estate investing journey, comparing single-family and multifamily properties, and explains why commercial real estate is a lucrative investment. They cover key real estate investment terminologies and strategies, including cap rates, value-add deals, and syndication investments, providing essential insights for investors. Enjoy the show!Timestamped Show Notes(00:00) Intro
2023-05-0540 minPassive Income Pilots#14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate with Toby MathisOn this episode of Passive Income Pilots, Tait and Ryan welcome back Toby Mathis for an insightful discussion on depreciation and tax strategies for investors. Toby, a renowned attorney, investor, speaker, and bestselling author, is the founding partner of Anderson Business Advisors. Known for his expertise in business and real estate investing, Toby educates U.S. investors through his popular "Tax Tuesday" webinars. His book "Infinity Investing" is an Amazon bestseller and Global Book Award winner. Toby delves into depreciation, bonus depreciation, cost segregation, and tax-saving strategies, providing actionable insights for investors. Enjoy the show!
2023-05-031h 03Passive Income Pilots#13 - Clean Profits: Building a Laundromat Empire with Sam WilsonOn this episode of Passive Income Pilots, Tait interviews Sam Wilson, a seasoned real estate investor, entrepreneur, and host of the popular podcast "How to Scale Commercial Real Estate." With over a decade of experience in self-storage, parking, multifamily properties, single-family homes, RV resorts, and laundry facilities, Sam has a diverse background in real estate and business management. He specializes in acquiring and syndicating niche commercial assets that provide stable, cash-flowing returns. Sam shares his journey into real estate, from buying foreclosed homes to building a laundromat empire, offering valuable strategies for navigating depreciation, inflation, and creating recession-resistant businesses...
2023-04-2841 minPassive Income Pilots#11 - How To Succeed In This High Interest EnvironmentToday on Passive Income Pilots, Tait and Ryan dive into their first one-on-one episode, offering a captivating overview of the current financial climate. They discuss skyrocketing interest rates and inflation, providing invaluable insights on staying ahead by leveraging interest arbitrage strategies and exploring the best investments for success. Discover how to navigate this environment and make informed financial decisions. Enjoy the show!Timestamped Show Notes(00:00) Intro(01:51) Quick history on how we got to the current financial situation(06:05) How to win in this environment?(09:00...
2023-04-2132 minPassive Income Pilots#10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment Strategies with Toby MathisOn this episode of Passive Income Pilots, Tait and Ryan sit down with Toby Mathis, a multi-talented attorney, speaker, bestselling author, and investor. As a founding partner of Anderson Business Advisors, Toby has led the company to numerous accolades, including being listed on Inc 5000 five times and recognized as one of the Best Places to Work. Toby is known for his popular bi-weekly webinar, Tax Tuesday, and his #1 bestselling book "Infinity Investing," published by Forbes Books. He is also a member of the Forbes Real Estate and Finance Council. In this episode, Toby shares invaluable insights and strategies for...
2023-04-191h 08Passive Income Pilots#9 - Demystifying IRAs: Transfers Vs. Rollovers with Carrie CookOn this episode of Passive Income Pilots, Tait and Ryan interview Carrie Cook, the CEO of Preferred Trust Company (PTC) and President of Ignite Funding. As a certified Self-Directed IRA Professional, Carrie oversees PTC, a licensed retail trust company acting as custodian for IRA owners' alternative assets. She simplifies the complexities of IRAs, providing a comprehensive overview of the fundamentals, nuances, and common misconceptions. Carrie explains different types of IRA accounts, the difference between rolling over and transferring IRAs, and the true meaning of "self-directed" in the context of IRAs. She highlights common mistakes investors make when moving their...
2023-04-141h 02Passive Income Pilots#8 - Blockchain and Web3: Transforming Finance With Trustless and Decentralized Ecosystems with Ben JorgensenOn this episode of Passive Income Pilots, Tait and Ryan interview Ben Jorgensen, an American entrepreneur and web3 technologies investor. Featured in NASDAQ, Forbes, Entrepreneur Magazine, Hacker Noon, Cointelegraph, and ABC, Ben is the founder and CEO of Constellation Network, Inc., a web3 company contracted with the US Department of Defense and Civil Reserve Air Fleet. Constellation's decentralized network, Hypergraph, and smart contracts secure mission data for the DoD. With a background in Anthropology, Economics, and Political Science, Ben co-owns San Francisco restaurants GOZU and YOKAI. In this episode, Ben discusses the transformative power of Blockchain and Web3 technologies...
2023-04-121h 02Passive Income Pilots#7 - The Pilot Network and Navigating the Aviation Industry with Adam UhanOn this episode of Passive Income Pilots, Tait and Ryan interview Adam Uhan. Adam grew up in Milwaukee, Wisconsin, and transitioned from a military pilot to an airline pilot, traveling to six continents and starting a family along the way. Adam's first formal public speaking engagement was at an international military conference, where he presented to over 1500 people, igniting his passion for being the "voice from the flight deck." Adam shares TPN's (The Pilot Network) backstory, how students and aspiring aviators can join the TPN community and receive support in starting their careers, and what experienced airline captains need...
2023-04-071h 06Passive Income Pilots#5 - Live at the BEC 2023 (Where It All Started)On this special episode of Passive Income Pilots, Tait and Ryan go live from the Best Ever Conference (BEC) in Salt Lake City, Utah. Celebrating the podcast's launch at the event where it all began for them, Tait and Ryan share their journey, from meeting at BEC to building their friendship and successful investment careers. The Best Ever Conference is a premier marketplace for individual investors to connect, network, and explore various investment opportunities. In this episode, Tait and Ryan discuss the history and workings of their companies, the significance of education for pilots in the investment world, and...
2023-03-3125 minPassive Income Pilots#4 - Build A Solid Investment Strategy Before Pushing The Throttle Forward with Alex TapiaOn this episode of Passive Income Pilots, Tait and Ryan interview Alex Tapia, an ex-US Airways pilot who transitioned into finance after 9/11. Alex founded Aviation Retirement Strategies (ARS) to make finance accessible and understandable for aviation professionals, especially pilots. With over $1B in assets under management and 1,000 pilot families, ARS is dedicated to supporting pilots' unique financial needs. Alex believes in personalizing financial strategies, ensuring investments work efficiently together. He shares insights on monetizing your portfolio, taking advantage of industry benefits, and simplifying financial management for pilots. Enjoy the show!Timestamped Show Notes
2023-03-291h 00Passive Income Pilots#3 - Investments and Wealth Management for Aviators with Austin “Strobes” HulbertOn this episode of Passive Income Pilots, Tait and Ryan interview Austin "Strobes" Hulbert, a highly accomplished aviator and entrepreneur. Born into an aviation family, Austin naturally pursued a career as a pilot, graduating from the United States Naval Academy in 2005 and earning an M.A. in Security Studies from Georgetown University shortly after. As an F/A-18 Hornet and Super Hornet pilot, Austin completed a deployment on the USS Enterprise and served as a flight instructor. After his active duty tour, he obtained an M.B.A. from Harvard and worked for several financial companies before founding Talos...
2023-03-2156 minPassive Income PilotsSpecial Episode: The Silicon Valley Bank CollapseOn this special episode of Passive Income Pilots, Tait and Ryan delve into the recent collapse of Silicon Valley Bank (SVB) on March 10, 2023—the second-largest bank collapse in United States history. Triggered by a run on deposits and a lack of new capital, SVB's downfall sent shockwaves through the banking industry, raising concerns about the financial sector's stability. As a favored institution among founders and tech companies, SVB's collapse had significant implications. Tune in to learn what this event means for pilots and how to safeguard your finances. Enjoy the show!Timestamped Show Notes...
2023-03-1521 minPassive Income Pilots#2 - Invest Passively in DST and Opportunity Zones with Brandon BruckmanOn this episode of Passive Income Pilots, Tait and Ryan interview Brandon Bruckman, an investment advisor and RIA with Insight Advisors. Brandon specializes in helping clients invest passively in Delaware Statutory Trusts (DSTs), 1031 exchanges, and Opportunity Zone (OZ) funds. With a diverse background in financial services, logistics, pharmaceuticals, and hedge funds, Brandon brings a wealth of knowledge and experience to the table. He shares insights on structuring the sale of real estate to defer taxes, providing creative solutions for investors with highly appreciated assets. Brandon's expertise helps clients achieve tax-deferred status and improve their overall lifestyle. Enjoy the show!
2023-03-1438 minPassive Income Pilots#1 - How Can Pilots Position Themselves for Success with CNBC’s Fast Money Trader Guy AdamiOn the first episode of Passive Income Pilots, Tait and Ryan interview Guy Adami, the original member of CNBC’s “Fast Money” and Director of Advisor Advocacy at Private Advisor Group. With a background in hedge fund management and key leadership roles at Drexel Burnham Lambert, Goldman Sachs, and CIBC World Markets, Adami offers expert insights on finance, interest rates, and inflation. He critiques the Federal Reserve’s policies and provides strategies for navigating the stock market and creating passive income. Learn how to prepare for financial success in 2023. Enjoy the show!Timestamped Show Notes
2023-03-0957 minPassive Income PilotsThe Men Behind Passive Income PilotsWelcome to the highly-anticipated debut episode of Passive Income Pilots, the ultimate platform for aviators seeking to explore the world of finance, real estate, and investing. After years of friendship, planning and preparation, Tait Duryea (Turbine Capital) and Ryan Gibson (Spartan Investment Group) are thrilled to finally unveil their groundbreaking show. In this episode, hosts Tait and Ryan delve into the genesis of Passive Income Pilots, and share their individual and collective excitement and vision for the show. With a combined 30 years experience in the airline industry and even more time researching and investing in real estate, the hosts...
2023-03-0712 min