Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success.
Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional pilots offers applicable strategies and tactics for improving your financial life.
Whether you're a seasoned pilot or just starting out, we'll equip you with the expertise and confidence you need to upgrade your money and achieve true financial independence.
Welcome to the Passive Income Pilots Podcast – the show designed to help pilots climb to new levels of financial success.
Join Tait Duryea & Ryan Gibson, both airline pilots, business owners and investors, as they interview top experts and share practical knowledge on real estate, tax strategy, passive income and generational wealth. This one-of-a-kind show created specifically for professional pilots offers applicable strategies and tactics for improving your financial life.
Whether you're a seasoned pilot or just starting out, we'll equip you with the expertise and confidence you need to upgrade your money and achieve true financial independence.
Tait Duryea and Ryan Gibson close out 2025 by pulling back the curtain on how high performers actually plan, execute, and stay intentional across money, business, and family life. From Spartan’s acquisition pace and Turbine’s investor roadmap to family board meetings, goal frameworks, and habit formation, this episode offers a grounded look at what it takes to build momentum year after year.
If you want clarity instead of drift and action instead of resolutions, this conversation sets the tone for a focused, intentional 2026. Do not just listen. Decide who you are becoming and move.
Show notes:
(0:00) Intro
(2:27) Family board meetings explained
(4:32) Objectives and key results framework
(6:29) Spartan’s 2025 growth numbers
(9:29) Turning big ideas into action
(12:21) Why most people never get clear
(15:49) Day one Vs. One day mindset
(18:40) Stability, mentorship, and leadership
(21:02) Why 2026 looks like opportunity
(23:36) Outro
If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What if managing rentals like an institution is the key to higher returns and less stress?
Hosts Tait Duryea and Ryan Gibson talk with Matthew Whitaker, founder of Evernest, about scaling property management with systems, data, and AI. From HELOC-driven growth to managing 20,000 homes nationwide, this conversation breaks down why professional operations, fraud prevention, and institutional discipline can transform single-family and small multifamily investing for pilots.
Matthew Whitaker is the founder of Evernest, a nationwide property management platform serving over 20,000 rental homes across 50 markets. A former single-family investor who scaled through multiple market cycles, Matthew now focuses on applying institutional systems, data, and AI to professionalize rental operations and reduce friction for real estate investors.
Show notes:
(0:00) Intro
(0:19) Why property management changes everything
(1:22) From 30 homes to 20,000 doors
(5:03) Using HELOCs to scale real estate
(10:32) Why paying off your house isn’t safer
(16:23) Inside Evernest’s national platform
(18:21) Tenant fraud and underwriting risks
(22:12) Why in-house maintenance lowers costs
(31:21) AI predicting repairs and NOI
(34:10) Institutional systems for small rentals
(46:07) How to work with Evernest
(47:14) Outro
Connect with Matthew Whitaker:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Tait Duryea and Ryan Gibson sit down with Mat Sorensen of Directed IRA to tackle one of the most common investor questions: Who do you actually trust when investing in alternative assets? The conversation breaks down how to vet operators, assess risk, understand leverage, and use self-directed retirement accounts responsibly. Mat shares real-world insight from seeing thousands of deals flow through his firm, explains why advisors often avoid alternatives, and outlines practical rules for due diligence, alignment, and saying no to bad opportunities.
Mat Sorensen is a nationally recognized authority on self-directed retirement investing and the CEO of Directed IRA. A tax and business attorney with over 20 years of experience, Mat has helped thousands of investors use IRAs and 401(k)s to invest in alternative assets like real estate, private equity, and startups. He is the author of The Self-Directed IRA Handbook and co-hosts educational events and podcasts focused on empowering investors to take control of their retirement capital.
Show notes:
(0:00) Intro
(0:29) Understanding investment risk
(4:54) What custodians do and don’t do
(6:01) Why advisors avoid alternatives
(9:09) How wealthy investors allocate capital
(13:55) What you pay a self-directed custodian for
(18:16) The “bring your own deal” reality
(25:05) Identifying an operator’s real edge
(33:07) Debt as the biggest risk factor
(48:28) Learning when to say no
(51:57) Outro
Connect with Mat Sorensen:
Learn more about:
Alternative Asset Investor Summit - https://altassetsummit.com/
Episodes Mentioned:
1. #124 - $44 Trillion and the Future of Retirement Investing with Mat Sorensen
2. #110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury
3. #36 - Decoding the Untapped Potential and Complex World of Self-Directed IRAs with Derreck Long
4. #9 - Demystifying IRAs: Transfers Vs. Rollovers with Carrie Cook
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Clarity and control for the wealth you’re building. Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh for his third appearance to break down one of the most misunderstood pieces of a pilot’s financial plan: the revocable living trust. Discover how to structure your trust, avoid probate disasters, protect your heirs from creditors, ensure your wealth goes where you intend, and understand the real difference between revocable and irrevocable trusts. If you've ever wondered how to secure your legacy and prevent costly mistakes, this episode is essential listening for pilots building serious wealth.
Adam Kintigh is an asset protection and estate planning expert at Nevada Corporate Headquarters. He builds trusts, LLC structures, and multigenerational plans for high-income earners, including many pilots, helping them safeguard their wealth and protect their families. In this episode, he breaks down revocable trusts, probate pitfalls, creditor risks, and practical estate planning strategies.
Show notes:
(0:00) Intro
(0:34) Why pilots must understand trusts
(1:00) Adam returns for his third episode
(6:25) Will Vs. Trust explained
(8:52) The true cost of probate
(10:21) Spendthrift protections for children
(13:32) When irrevocable trusts matter
(17:41) How to design a wealth roadmap
(25:48) Who actually comes after your estate
(39:00) How to correctly fund your trust
(51:07) Why trust naming protects privacy
(55:50) Outro
Connect with Adam Kintigh:
Episodes Mentioned:
1. #114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda Wynalda: https://passiveincomepilots.com/episode/114-trusts-taxes-transfers-what-every-investor-should-know-with-amanda-wynalda
2. #119 - LLCs, Trusts, and Bulletproof Asset Protection with Adam Kintigh: https://passiveincomepilots.com/episode/119-llcs-trusts-and-bulletproof-asset-protection-with-adam-kintigh
3. #127 - LLCs, Trusts, and K-1s: Smarter Asset Protection with Adam Kintigh: https://passiveincomepilots.com/episode/127-llcs-trusts-and-k-1s-smarter-asset-protection-with-adam-kintigh
Learn more about:
NCH Consultation for Passive Income Pilots Investors: https://calendly.com/nchconsultation/nch-consultation-for-pipp?month=2025-12
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Are you using the exit strategies that actually work in this market?
Hosts Tait Duryea and Ryan Gibson talk with seasoned investor and author Leka Devatha to pull back the curtain on what’s real and what’s not in flipping, reality TV, and today’s housing market. Get ready to uncover the truth behind her Amazon Prime episode, learn the creative strategies inside her new book Return on Real Estate, and discover how investors can win even when the market slows. From mid-term rentals to ADUs, conservative underwriting, and Seattle’s shifting landscape, this episode gives pilots practical insights they can apply anywhere.
Leka Devatha is a Seattle real estate investor, developer, luxury broker, and author with over $100M in completed projects. She’s known for her Amazon Prime flipping episode, her high-growth investor meetup, and her BiggerPockets book Return on Real Estate. Leka specializes in creative, practical strategies that help investors build equity, cash flow, and resilience in shifting markets.
Show notes:
(0:00) Intro
(3:38) What’s real and fake about TV house flips
(5:01) Leka’s $100M real estate journey
(7:05) Lessons hidden inside the “fake flip”
(8:38) How her book Return on Real Estate is structured
(11:43) How she underwrites deals in today’s market
(13:54) Why buyers are picky and inventory patterns
(21:09) Seattle trends, taxes, tech workers, and investor behavior
(27:21) Leka’s favorite “adventure” strategy
(36:13) What mid-term rentals really are and who rents them
(41:20) Outro
Connect with Leka Devatha:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Are you unknowingly passing up five-figure tax savings available right now?
Tait Duryea and Ryan Gibson sit down with oil and gas expert Tim Pawul to reveal why minerals, royalties, and non-operated working interests have become one of the most powerful tools for cash flow and tax strategy. Get ready to understand the real reason hydrocarbons aren’t going anywhere, how minerals function like “underground real estate,” and why non-op wells offer significant first-year tax advantages for high-income earners. Discover how pilots can use this asset class to balance real estate, reduce taxable income, and access institutional-quality deals with transparency and scale.
Tim Pawul is the President of Minerals and Royalties Authority, a leading connector, advisor, and investor in the oil and gas minerals space. With over a decade of experience mapping the institutional evolution of minerals, Tim has become one of the industry’s loudest, most trusted voices. He hosts The Minerals and Royalties Podcast, works with institutional and private investors, and brings unmatched insight into minerals, royalties, and non-operated working interests. His deep industry relationships make him a go-to resource for anyone serious about energy investing.
Show notes:
(0:00) Intro
(1:04) Fossil fuel dependence today
(2:07) Introducing guest expert Tim Pawul
(4:06) How Tim entered the minerals industry
(7:02) Why shale changed everything
(11:12) How minerals became institutional
(19:11) What mineral rights actually are
(32:39) How non-op working interests work
(44:54) Red flags and due diligence tips
(51:32) Outro
Connect with Tim Pawul:
The Minerals and Royalties Podcast:
Learn more about:
Turbine Capital Iron Horse Energy Fund providing 80-85% tax deduction for 2025:
https://turbinecap.investnext.com/portal/offerings/8798/
Turbine Capital Oil & Gas Tax Benefits eBook: https://drive.google.com/file/d/17jUYSuoJGCU2ea4SN6MLgazmp-3LE2Lt/view
Terms not explained during the episode:
ESG = Environmental, Social Governance. ESG stands for Environmental, Social, and Governance, a set of standards used to evaluate a company's sustainable and ethical practices.
AFE = Authorization For Expenditure. A formal document used in the oil and gas industry to outline the detailed cost estimate and approval for a specific project, such as drilling, completion, or reworking a well. It serves as a budget and a project proposal, requiring partner approval before capital is committed and tracking expenditures against the budgeted amount.
G&A = General and Administrative
NAPE Expo: https://registration.expologic.com/registration/types/668F3878-BC35-4659-A750-6491C592938D/3591
NAPE Registration Discount Code: MRA26 to get $75 off
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Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Sleep becomes exciting, especially when it’s with Dr. Adam Shapiro. Tait Duryea and Ryan Gibson sit down with this board-certified sleep specialist and ATP pilot to uncover what every aviator needs to know to protect their health and their medical. Get ready for practical guidance on staying sharp, staying healthy, and staying in the cockpit longer.
Dr. Adam Shapiro is a board-certified sleep medicine specialist, ENT surgeon, senior FAA Aviation Medical Examiner, and ATP-rated pilot. With more than three decades in clinical practice and a deep background in human factors, circadian rhythm, and sleep disorders, he helps pilots identify and resolve sleep issues before they become medical problems. Through Aero Medical Sleep Consultants, he works with individual aviators and aviation organizations to improve sleep quality, mitigate fatigue risks, and protect FAA medical certifications.
Show notes:
(0:00) Intro
(01:07) Protecting your medical like a check ride
(07:00) How Dr. Shapiro helps pilots
(09:49) Real-world sleep hygiene basics
(12:12) What sleep actually does for the body
(14:01) Managing shifting time zones
(17:54) Best practices for red-eye preparation
(20:06) The most common sleep disorders
(39:26) The science and risks of cockpit naps
(49:34) Outro
Connect with Dr. Adam Shapiro:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Taxes become more exciting, especially when it’s with Toby Mathis.
Tait Duryea and Ryan Gibson welcome back tax strategist and investor Toby Mathis for another powerhouse session on how to keep more of your money before year-end. From bonus depreciation and the short-term rental loophole to smarter charitable giving and donor-advised funds, Toby reveals how high-income earners can legally slash their tax bills. Whether you’re a pilot, business owner, or passive investor, you’ll walk away knowing which moves to make before December 31, and how to turn your taxes into one of your biggest wealth-building tools.
Toby Mathis is a tax attorney, investor, and co-founder of Anderson Advisors. With decades of experience advising thousands of investors, Toby simplifies complex tax laws into real-world strategies for building wealth. Known for making tax planning engaging and actionable, Toby helps high-income professionals, especially pilots and real estate investors, protect their assets and minimize taxes through smarter planning.
Recommended episodes:
#10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment Strategies with Toby Mathis
#14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate with Toby Mathis
🎟️ Free Ticket to the December 4–6 Tax & Asset Protection Live Event in Dallas, TX
Email Ryan at ryan@spartan-investors.com for one of the first 15 free tickets.
Show notes:
(00:06) What's exciting about today's episode?
(01:05) Smart moves to make before year-end
(03:59) Who Toby is and his investing philosophy
(06:46) Understanding high-income tax pain and incentives
(08:15) How to use real estate losses strategically
(13:22) The Orlando toll road analogy for tax planning
(17:03) Turning passive losses into active tax savings
(25:23) The Airbnb loophole you probably missed
(28:22) Donating appreciated assets for major deductions
(34:33) Donor-advised funds: the smart way to give
(43:04) 2026 bonus depreciation clarity
(45:03) Post-year strategies and cost segregation timing
(49:40) Real estate resilience and inflation insights
Connect with Toby Mathis:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What happens when a real estate investor decides to buy an airport? In this episode, host Tait and Ryan sit down with Robert DeLaurentis, the “Peace Pilot,” to unpack how he transformed a rundown airport into a thriving hub of aviation and community life. Robert shares how his decades in multifamily real estate funded his passion for flying, why legacy matters more than luxury, and how creative business models can make even airports profitable. From flying over both poles to battling bureaucracy, his story is a masterclass in purpose-driven investing, resilience, and vision.
Robert DeLaurentis is a pilot, real estate entrepreneur, philanthropist, and author known as “The Peace Pilot.” A Gulf War veteran and world traveler who’s flown to 53 countries, Robert combined his real estate success with his passion for aviation to purchase and renovate Oak Harbor Airport on Whidbey Island. Through his foundation, films, and books, he’s on a mission to inspire aviators and entrepreneurs to lead with purpose, build legacy projects, and fund what they love through smart investing.
Show notes:
(0:00) Intro
(4:28) Ryan’s first impression of the renovated airport
(7:05) The decision to buy a failing airport
(11:20) Was it passion or profit?
(13:00) How volunteers and “angels” made it work
(22:29) The state of general aviation airports today
(27:06) How pilots can help protect their airports
(34:22) Finding sponsors and business angels
(35:37) The eight-month polar circumnavigation mission
(41:23) From house hacking to owning multifamily assets
(46:00) Living lean, investing early, retiring young
(52:03) The mentor who changed everything
(55:00) Where to find Robert’s books, film, and foundation
Connect with Robert DeLaurentis:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Where should you put your money right now?
Ryan Gibson and Tait Duryea sit down with economist Dr. Elliot Eisenberg to decode the markets, interest rates, and the economic forces shaping your portfolio. From AI layoffs to multifamily real estate, they break down how high-income earners, especially pilots, can build wealth intelligently amid uncertainty. Elliot reveals why the top 10% of earners are keeping the economy afloat, what sectors look undervalued, and which indicators truly predict where we’re headed next. Packed with humor, clarity, and actionable advice, this episode helps you read the financial skies with confidence.
Elliot Eisenberg, Ph.D., is an Internationally Acclaimed Economist and Public Speaker Specializing in Making the Arcana and Minutia of Economics Fun, Relevant, and Educational.
“BOWTIE” to 66866 to sign up to receive the daily blog via email
Show notes:
(0:00) Intro
(03:15) Where We Are in the Market Cycle
(05:53) AI, Automation, and Job Layoffs
(07:29) The Power of Diversification
(09:54) Stock Market Overvaluation Explained
(13:03) Will AI Replace Pilots?
(15:14) Building Wealth on a Pilot’s Salary
(17:00) Why the Rich Keep the Economy Strong
(24:07) Flying Blind: Government Shutdown Effects
(25:51) Real Estate Cycles and Rate Cuts
(27:00) Office and Multifamily Market Outlook
(30:26) Where to Invest in 2025
(31:44) Defense, Gold, and Space Stocks
(32:11) Top 5 Economic Indicators to Watch
(37:00) How ChatGPT Boosted Productivity
Connect with Dr. Elliot Eisenberg:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
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Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What does true diversification look like when you’re building wealth as a pilot?
In this episode, Ryan Gibson sits down with his longtime colleague and friend, Ted Greene, to unpack how to define success with your spouse, avoid emotional investing, and create a portfolio that brings peace of mind. From surviving Wall Street lawsuits to building lasting wealth through real estate, Ted shares the hard-earned lessons behind his “NNN Principle”: Never, Never, Never invest by looking in the rearview mirror. Learn how to protect your assets, ladder your investments, and build a plan that lasts through every market cycle.
Ted Greene is the Investor Relations Manager for Spartan Investment Group. Ted is a third-generation Seattleite who married his high school sweetheart. Ted and Melissa have two children attending the same High School where they first met. After graduating from Seattle Pacific University with a BA in Finance, Ted spent 24 years in the financial services industry as an investment advisor and Fiduciary.
Download Ted’s Ebook here: https://go.spartan-investors.com/l/1038393/2025-09-17/39mf5b
Show notes:
(0:00) Intro
(1:30) Ted’s background: Merrill Lynch to Spartan
(3:10) Defining success through diversification
(5:22) Why Ted left Wall Street
(6:44) How to align with your spouse on money
(9:38) What “uncorrelated assets” really mean
(12:00) The 50-question eBook on financial alignment
(14:49) Concentration builds wealth, diversification protects it
(19:20) The NNN Principle: Never, Never, Never
(22:18) Smaller positions, smarter protection
(25:22) Laddering investments for flexibility
Connect with Ted Greene:
—
If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
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Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Why 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.
Show notes:
(0:00) Intro
(1:32) The pilot ego and knowing it all
(3:14) Why pilots don’t get rich
(7:01) The 401(k) balloon problem
(11:37) Multiple streams of pilot income
(18:25) #1 Lifestyle creep and paycheck trap
(19:21) #2 The investing knowledge gap
(20:31) #3 Ego over education
(21:46) #4 The silent thief: Taxes
(23:24) #5 Peer pressure and social influence
(29:37) Outro
Episode suggestions:
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If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What do private placement memorandums really mean for you as an investor?
Hosts Tait Duryea and Ryan Gibson sit down with attorney and real estate operator Seth Bradley to pull back the curtain on syndication documents, accreditation rules, and what truly protects investors. Seth shares his personal journey from med school to big law to entrepreneurship, and why his legal background gives him a unique perspective on raising capital and building passive income. Discover why trust in the operator matters more than projections, what to look for in waterfalls and fee structures, and the real truth about accredited investor requirements. Find out what every high-income professional should know before signing their first PPM.
Seth Bradley, Esq. is a securities attorney, entrepreneur, and real estate investor. After careers in both medicine and big law, Seth founded his boutique firm, Raise Law, where he advises syndicators and investors on structuring deals and protecting capital. As both an operator and investor, Seth brings a rare perspective, combining legal expertise with hands-on real estate experience.
Show notes:
(0:00) Intro
(03:06) Fired from big law, starting Raise Law
(06:04) Why PPMs exist and how they protect investors
(09:06) What it means to be an accredited investor
(12:53) Why projected returns can be misleading
(14:58) Understanding waterfalls and risk
(17:04) Are PPMs just boilerplate risk lists?
(21:07) The blunt truth of a PPM: no control, all risk
(26:05) Due diligence on operators vs. documents
(29:37) How to prove accreditation: income vs. net worth
(39:32) Outro
Connect with Seth Bradley:
—
If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
How protected is your wealth if something goes wrong?
In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh to share practical strategies every pilot and high-income professional should know. From real estate privacy trusts that cut transfer taxes to Wyoming LLCs that safeguard syndications, Adam explains how to structure your assets the right way. You’ll learn why a clean tax return matters, how partnerships and S-Corps simplify filings, and why umbrella policies aren’t enough. If you’re growing wealth through rentals, syndications, or brokerage accounts, this episode shows you how to keep it safe and secure.
Adam Kintigh is an asset protection strategist with over 24 years of experience, currently with Nevada Corporate Headquarters (NCH). He specializes in forming entities, estate planning, tax and accounting strategies, and business structuring for investors nationwide. Adam is an expert on practical, legally sound frameworks for protecting rental portfolios, drawn from decades of industry knowledge and client success.
Show notes:
(0:00) Intro
(02:32) Why asset protection matters now
(06:45) Real lawsuit examples and lessons
(10:40) The truth about anonymity and privacy
(13:44) First rental: when to start protecting
(19:02) Insurance basics every pilot needs
(27:33) Why true anonymity doesn’t exist
(30:08) Alternative structure to LLC stacking
(37:10) How partnerships clean up tax returns
(44:10) Correct way to hold syndications
(49:07) Moving brokerage accounts into LLCs
(51:27) Outro
Connect with Adam Kintigh:
—
If you’re interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What 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 sidelines. This is a practical, no-fluff conversation about education, community, and action for pilots and high-income professionals looking to create passive income.
Show notes:
(0:00) Intro
(03:42) Why in-person networking is essential
(07:03) The ballroom vs. hallway test for experience
(12:56) The reality of early rental property mistakes
(15:35) Why you can’t “lone wolf” real estate investing
(20:17) The “man in the arena” mindset for investors
(26:18) Turbine’s horizontal integration vs. Spartan’s focus
(30:19) Outro
Helpful Links:
Turbine Capital Investor Weekend RSVP link: https://luma.com/8eryqndb
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
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Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Can oil and gas really be a smart play for high-income professionals? In this episode, Tait Duryea and Ryan Gibson sit down with Mark Fleming, petroleum engineer and Turbine Capital’s oil & gas advisor, to break it down. From the basics of how drilling works to the tax advantages that can offset W2 income, you’ll learn the realities of this often-misunderstood industry. The conversation covers political risk, environmental concerns, portfolio allocation, and many more. Whether you’re curious about non-op partnerships, cashflow timing, or long-term energy trends, this episode gives you the insider perspective every pilot-investor needs.
Mark Fleming is a petroleum engineer and oil & gas advisor with over 20 years of experience across Chevron, Hess, and EOG. He has also advised major banks on energy lending and helped startups navigate the public markets. Today, Mark serves as Turbine Capital’s oil and gas advisor, guiding strategy and due diligence for private funds. His expertise spans drilling technology, unconventional plays, energy policy, and risk assessment, making him a trusted voice for investors seeking clarity in this complex sector.
Show notes:
(0:00) Intro
(00:41) Why oil & gas still matters
(05:20) Oil investing is long-term, not quick
(08:16) Politics and pricing shape investor returns
(11:42) Game-changing advances in drilling & fracking
(13:03) ESG, environment, and energy reality
(16:47) Oil plays vs. gas plays explained
(19:26) Three ways to invest privately
(24:21) Upstream, midstream, and key tax benefits
(30:58) How to vet operators & reduce risk
(45:05) Oil cashflow vs. real estate returns
(49:22) Outro
Helpful Links:
LinkedIn: https://www.linkedin.com/in/mark-e-fleming
Turbine Capital: Iron Horse Energy Fund
Guide to U.S. Tax benefits for Direct Oil & Gas Drilling Investments: https://drive.google.com/file/d/1DZBu5zH8dpotRFijs6-VmJo1HF4EvIIu/view?usp=sharing
Bettering Human Lives Liberty Energy: https://drive.google.com/file/d/1BqCoKUbcWBiaeY6g9l1DDsQFUY8Y8y82/view?usp=sharing
The Prize: The Epic Quest for Oil, Money & Power: https://a.co/d/bwwLzZq
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
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Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Tait Duryea and Ryan Gibson welcome Mat Sorensen, CEO of Directed IRA, for a powerful discussion on how pilots and high-income professionals can unlock private investment opportunities through retirement accounts. From self-directed IRAs to Solo Ks, Mat explains the mechanics of rolling over old 401(k)s, navigating recent regulatory changes, and tapping into lucrative private markets that were once out of reach.
Mat Sorensen is the CEO of Directed IRA and Directed Trust Company, where he oversees thousands of self-directed retirement accounts including IRAs, Roth IRAs, HSAs, and Solo 401(k)s. He is also a senior partner at KKOS Lawyers and the bestselling author of The Self-Directed IRA Handbook. A recognized leader in the self-directed investing space, Mat has helped countless professionals leverage retirement accounts to access private investments and alternative assets.
Show notes:
(0:00) Intro
(4:15) $44 trillion in U.S. retirement accounts
(5:06) Trump’s executive order on 401(k)s
(10:03) Fewer public companies, more private options
(20:13) IRAs vs. 401(k)s for private investing
(26:05) Pilot story: confusion with mutual funds
(28:37) Tax implications of IRA vs. cash
(35:29) How Mat vets private deals
Helpful Links:
Website: https://matsorensen.com
Mat’s Podcasts
Alternative Asset Summit → https://www.altassetsummit.com (October 16–17 in Scottsdale, AZ)
—
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
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Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
Is 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 what smart investors should do next.
Hunter Thompson is a real estate investor, author, and host of the Cash Flow Connections podcast. With 15 years of experience and billions in transactions, he’s built a reputation as a sharp student of economics and a hands-on operator. From launching Asym Capital to navigating the toughest market cycles, Hunter shares how debt, demographics, and timing shape opportunities for passive investors and active operators alike.
Show notes:
(0:00) Intro
(2:32) Early career and 2010 lessons
(6:30) Becoming a capital allocator
(8:01) Evaluating operators and first deals
(14:02) Understanding real estate market cycles
(19:30) Interest rates and inflation impact
(26:09) Debt costs driving distress
(30:00) Buying opportunities in strong markets
(43:34) Fixed vs floating rate debt
(47:14) Outro
Cash Flow Connections - Real Estate Podcast: https://podcasts.apple.com/us/podcast/cash-flow-connections-real-estate-podcast/id1193877994
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
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Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What 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 the Money Insights Group, specializes in advanced wealth-building strategies using life insurance as a financial tool. With a pragmatic, education-first approach, Rod helps high-income professionals, especially pilots, understand how to leverage whole life policies for liquidity, tax advantages, and long-term returns.
Show notes:
(0:00) Intro
(01:06) Four ways to leverage capital
(02:01) Why life insurance can be exciting
(05:09) Term vs whole life basics
(10:35) How cash value policies work
(16:26) Risks of securities-backed loans
(20:01) Why whole life avoids margin calls
(27:30) How life insurance companies invest
(33:16) Using policies as your “cash chamber”
(39:02) Paying off loans vs max funding
(46:43) Funding ranges and contribution flexibility
(49:01) Outro
Episodes Mentioned:
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You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
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Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.
What if your first home turned into your first big win?
Tait Duryea and Ryan Gibson welcome Brad Hilton and Aubrey Carlson, a powerhouse pilot couple who turned a VA loan into a cash-flowing real estate business. From renovating a dated beach house to designing destination-worthy cabins in Julian, CA, Brad and Aubrey break down how they scaled a short-term rental empire—without any formal training. Learn how they source properties, design for ROI, automate operations, and balance business with marriage. This episode is packed with real-world strategies, software hacks, and tax tips for pilots and professionals ready to take action.
Brad Hilton and Aubrey Carlson are a husband-and-wife team with deep roots in aviation—Aubrey, a former naval aviator, and Brad, a private pilot and entrepreneur. Together, they’ve built a thriving short-term rental business in Southern California, blending design savvy, military strategy, and hands-on grit. Their portfolio now spans multiple markets, with a focus on high-return properties and automation-driven management.
Show notes:
(0:00) Intro
(04:08) STR loophole for W-2 offsets
(13:21) How they got into real estate
(19:00) The course that changed everything
(27:45) Finding high-return STR markets
(31:03) Design strategy and hot tub ROI
(38:00) DIY vs contractor tradeoffs
(46:13) Top software stack for automation
(51:03) Building once, automating forever
(53:23) Outro
Connect with Brad Hilton and Aubrey Carlson:
Links Mentioned:
—
You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.
Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/
Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots
Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/
Follow us on X @IncomePilots: https://twitter.com/IncomePilots
Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/
Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com
See you on the next one!
*Legal Disclaimer*
The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.