Best Self Storage Mastery Podcasts (2025)

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#112 - The Tax Strategies Every Pilot Should Know in 2025 with Thomas Castelli 47:15

4d ago47:15

47:15

In 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…

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Stop Touching My Stuff: A Humorous Look at Finding Order 48:48

4d ago48:48

48:48

Send us a text Decluttering isn't just about tidying up—it's about creating space for peace in a chaotic world. Hitting 1 million downloads calls for celebrating with a powerful guest, and Connie Graf delivers with compassion and wisdom that will transform how you approach your environment. Connie, founder of "From Chaos to Peace," reveals why most…

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The Importance Of Asking The Right Questions 9:58

5d ago9:58

9:58

When performing due diligence on a self-storage facility, the questions you ask have a huge impact on gathering facts – especially regarding the costs of capital improvements or maintenance projects. In this Self-Storage University podcast we’re going to review the questions to ask and the questions to avoid.…

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#111 - Five Investing Strategies for High-Earning Pilots 44:56

9d ago44:56

44:56

Get ready to fast-track your financial freedom. In this power-packed solo episode, Tait Duryea and Ryan Gibson share the top strategies from over 110 episodes of Passive Income Pilots. From unlocking hidden cash in your 401(k) and home equity to leveraging life insurance and short-term rentals for major tax breaks, they distill years of pilot-speci…

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The Three Paydays: Chris Prefontaine's Blueprint for Real Estate Success 36:27

11d ago36:27

36:27

Send us a text Ever wondered how top real estate investors acquire valuable properties without emptying their bank accounts or battling for traditional financing? Chris Prefontaine, founder and chairman of Smart Real Estate Coach, pulls back the curtain on Subject-To investing - a powerful strategy that's transforming how savvy investors build weal…

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#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury 54:06

18d ago54:06

54:06

In 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 …

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Money in the Walls: The Hidden Benefits of Commercial Real Estate - Kamyar Rezaie 35:38

18d ago35:38

35:38

Send us a text Curious about commercial real estate but unsure where to start? In this enlightening conversation, commercial lending expert Kamyar demystifies the process of acquiring commercial properties and reveals why they often represent superior investments to residential real estate. The financial advantages of commercial property ownership …

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All About Closing Dates 9:44

19d ago9:44

9:44

Many buyers feel the least of their worries is the actual date of closing, but that’s not true. There’s a strategy to closing on a deal that can determine just how smoothly the transition goes. In this Self-Storage University podcast we’re going to explore the impact of the closing date you choose (or get railroaded into choosing).…

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#109 - The Flight Plan for Syndications: Risk, Returns, and Real Wealth 39:19

25d ago39:19

39:19

In 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 …

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The Sheldon Cooper of Self Help with Dr. Noah St. John 47:29

25d ago47:29

47:29

Send us a text Your mind is either your greatest asset or your worst enemy – especially in real estate. When Dr. Noah St. John joins Dwan Bent-Twyford on this episode, he pulls back the curtain on what's really holding most real estate investors back from explosive growth. Known as "the Sheldon Cooper of self-help," Dr. St. John breaks down success…

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#108 - Case Study: Real Estate Professional Status That Held Up in Court with Brandon Hall 21:04

1M ago21:04

21:04

In 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. Disco…

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Performance Anxiety 10:40

1M ago10:40

10:40

Many of the self-storage deals out there are wholly unappealing. So what does it take to make a storage facility acquisition compelling? In this Self-Storage University podcast we’re going to explore the metrics behind evaluating a property and come to some conclusions on what should make you interested as well as what should make you run away.…

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Sweaty Startups with Nick Huber 29:08

1M ago29:08

29:08

Summary In this episode, I interview the sweatiest guy I know, Nick Huber, who shares his entrepreneurial journey from starting a moving company to building a successful self-storage business and exploring industrial real estate. We discuss the importance of social media in networking, the strategies behind choosing self-storage as a focus, and the…

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Manifesting with God vs. The Universe: A Conversation with Pastor Steve Kidd 36:55

1M ago36:55

36:55

Send us a text How does the creator of the universe view time, free will, and our spiritual journey? Do we need to "manifest" our desires, or is there a simpler path to transformation? When third-generation minister and book publishing expert Steve Kidd joined me to celebrate our one million download milestone, our conversation quickly evolved into…

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#107 - Take Control of Your Capital: Infinite Banking Strategy With Brent Kesler 38:43

1M ago38:43

38:43

Host Tait Duryea sits down with Brent Kesler, a seasoned life insurance strategist, to explore how pilots and high-income earners can build wealth by turning whole life insurance into a personal banking system. Brent breaks down the misunderstood "infinite banking" concept and how it can be used for real estate, debt payoff, or high-return lending—…

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Credit Mastery: Building Your Adult Report Card for Success with Herman Dolce 38:01

1M ago38:01

38:01

Send us a text Celebrating a milestone of one million podcast downloads, this episode dives deep into the world of financial literacy and business funding with Herman Dolce, founder of Bella Sloan Enterprises and creator of the Execute Podcast. As a first-generation Haitian-American entrepreneur, Herman brings a refreshing perspective to financial …

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#106 – Time Freedom and Cash Strategies with Brian Herriot 39:31

2M ago39:31

39:31

Hosts 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 tac…

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Dwan Shatters Common Misconceptions About Real Estate Investing 41:53

2M ago41:53

41:53

Send us a text Ready to break free from the myth that you can't find great real estate deals in today's market? In this milestone episode celebrating one million podcast downloads, Dwan Bent-Twyford shatters common misconceptions about real estate investing that keep most people stuck on the sidelines. The truth? Foreclosures, divorces, bankruptcie…

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How Not To Get Caught Swimming Naked 9:48

2M ago9:48

9:48

There’s an old saying “when the tide goes out you find out who was swimming naked”. And with all of the economic chaos in the U.S. right now, the tide certainly appears to be going out. In this Self-Storage University podcast we’re going to review strategies to not be caught swimming naked.By Frank Rolfe

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#105 - Buying and Building a Profitable Aviation Business with James Spearman 46:05

2M ago46:05

46:05

In 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 helpe…

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Season Seven Premier, Major Grief, and One Million Downloads 19:17

2M ago19:17

19:17

Send us a text A million certified downloads marks a significant milestone as I launch Season 7 of the podcast! This achievement comes alongside a deeply personal journey through grief and reflection after losing both my father and my best friend of 30 years within months of each other. Through tears and vulnerability, I share how real estate inves…

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Affordable Housing w/ Evan Holladay 46:12

2M ago46:12

46:12

Summary In this conversation, Evan shares his journey into affordable housing development, detailing how he transitioned from a pre-med student to a successful developer. He discusses the founding of Holladay Ventures, the challenges and strategies involved in navigating the LIHTC process, and the importance of partnerships with nonprofits. Evan em…

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#104 - Active vs. Passive: Storage Strategies from the Flight Deck with Michael Meylor 49:01

2M ago49:01

49:01

In 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 co…

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How To Get A Loan 9:54

2M ago9:54

9:54

It costs money to build or buy a billboard, and for many people that means getting a loan. But how can you find a lender and get a loan when you are just starting out? In this Billboard Mastery podcast we’re going to explore this topic and discuss some real-life methods to make lending attainable.By Frank Rolfe

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How To Get Your First Loan with Dylan Nelson 29:47

2M ago29:47

29:47

Summary In this conversation, we talk about the complexities of the loan business, exploring the journey of becoming a loan broker, the nuances of construction loans, and the current challenges in the market. We discuss the importance of relationships in lending, the role of debt funds and credit unions, and provide insights into the future outlook…

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#103 - Multifamily Mastery: Building Cashflow and Legacy with Gino Barbaro 45:35

2M ago45:35

45:35

In this episode, Tait Duryea welcomes Gino Barbaro of Jake & Gino to unpack the mindset and mechanics behind building lasting wealth through multifamily real estate. Gino shares his journey from running a family restaurant to becoming a real estate investor with over 1,800 units. They explore topics like values-based decision-making, creating "happ…

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#102 - Creating True Passive Income Through Note Investing with Tom Force 49:39

2M ago49:39

49:39

In 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 f…

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Take-aways From The U-Haul Report 10:30

2M ago10:30

10:30

U-Haul has historically been a great source of information on population movement. On a regular basis they publish the results of “one-way” rentals that give insight into both where Americans are going but also where they’re leaving. In this Self-Storage University podcast we’re going to explore the meaning behind the latest numbers.…

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#101 - Airbnb for Aircraft: Hangar Investing & Aviation Real Estate with Trenton Ray 41:21

3M ago41:21

41:21

Hangar 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…

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All About Contract Modifications 10:31

3M ago10:31

10:31

A contract is a legal agreement that is signed by both parties – and sometimes you have to alter that basic agreement to get one or both parties to execute it. But how far can you go in modifying these documents? In this Self-Storage University podcast we’re going to review what’s acceptable and not, as well as what the ramifications are as you edi…

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#100 - Getting to Know Tait & Ryan 51:12

3M ago51:12

51:12

In 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…

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#99 - Turnkey Real Estate: Passive or Problematic? A Deep Dive with Zach Lemaster 52:24

3M ago52:24

52:24

In 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 in…

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Avoiding Buyer Mouse Traps 10:42

3M ago10:42

10:42

Webster’s Dictionary defines a “trap” as “a situation in which people lie in wait to make a surprise attack”. We’re all familiar with doing this to mice using a spring and a piece of cheese. But some self-storage owners use this same principle when selling their storage property. In this Self-Storage University podcast we’re going to discuss the co…

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#98 - The Right Coverage: Property Insurance Strategies with Valerie Cusano 49:46

3M ago49:46

49:46

In 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 dif…

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Colin Wright- Cole West 1:34:42

4M ago1:34:42

1:34:42

It's my pleasure to have Colin Wright, Cole West, on the podcast today. When asked about why he decided to join today, he said there are too many lessons from his father, Gary Wright. We discussed the life and legacy of Gary, and what Colin has learned from his career of 250+ projects and 5,000 lots delivered. https://colewest.com/ Gary's story in …

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#97 - Creative Deal Structuring: Smart Real Estate Strategies with Chris Prefontaine 53:27

4M ago53:27

53:27

In 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. …

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#96 - Airplane Write-Offs, IRS Audits, and Smart Tax Planning with Ryan DeMoor 49:44

4M ago49:44

49:44

Have you ever wondered how you could write off an airplane? In this episode, Ryan DeMoor joins hosts Tait Duryea and Ryan Gibson to break down the tax benefits of aircraft ownership. Ryan shares how pilots and business owners can strategically use aircraft purchases for tax deductions, the IRS rules around business use, and why proper record-keepin…

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Understanding Emotional Vs. Rational Seller Behavior 10:31

4M ago10:31

10:31

Every self-storage facility seller has two basic traits that guide their decision-making: 1) emotional and 2) rational. How you appeal to and guide these factors can be a key ingredient to forging a successful deal. In this Self-Storage University podcast we’re going to drill down on how to use these attributes to your benefit.…

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Andrew Dunn- Full Cycle Deal Stories 46:58

4M ago46:58

46:58

In the studio with Andrew Dunn from VAC Development All we talk about are deals he's done, with creative strategies, and how they do it. You're not getting this type of insight from the passive-investor-freedom-from-midwest-apartments podcast! https://www.vacdevelopment.com/By Tanner Webster

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#95 - Franchise Investing 101: Insights and Opportunities with Cliff Nonnenmacher 53:31

4M ago53:31

53:31

In this episode of Passive Income Pilots, hosts Tait Duryea and Ryan Gibson explore the world of franchise ownership with franchise expert Cliff Nonnenmacher. Cliff brings decades of experience as a franchise consultant and serial entrepreneur, sharing insights into how pilots and professionals can invest in or operate franchises to build wealth. T…

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Michael King - 10 Market Observations For 2025 52:15

4M ago52:15

52:15

In this conversation, Tanner Webster and Michael King discuss key market observations and investment strategies heading into 2025, focusing on the economy, real estate trends, and the importance of understanding market fundamentals. He emphasizes the significance of investing in markets with strong long-term fundamentals, the divergence between new…

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Only Believe What You Can See Yourself 10:11

4M ago10:11

10:11

There are too many people extolling the virtues of self-storage investing that have a stake in convincing you of false narratives. They will claim that demand is growing when, in actuality, occupancy in plunging. They will tell you that a market is "hot" when, in reality, it's a buyer's market. In this Self-Storage University podcast we're going to…

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#94 - Fail Fast, Succeed Faster: Wealth-Building and Investment Strategies with Christian Schiller 47:51

4M ago47:51

47:51

In this episode, Tait Duryea and Ryan Gibson sit down with Christian Schiller, an accomplished investment banker with a wealth of experience buying, selling, and evaluating businesses. Christian shares his investment journey, including lessons from early failures, how he refined his investment strategy, and why knowing your limits is key to success…

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#93 - Stock Market Insights and Tax Strategies for High-Income Earners with Brian Feroldi 55:19

5M ago55:19

55:19

In this episode, Tait Duryea and Ryan Gibson welcome Brian Feroldi, author of Why Does the Stock Market Go Up? to unpack the fundamentals of the stock market and explain strategies tailored for pilots and high-income professionals. Brian demystifies the difference between Roth and traditional 401(k) contributions, shares insights into dividend inve…

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#92 - Opportunity Zones for Passive Income: Unlock Tax Savings and Growth with Nathan Sosa 51:28

5M ago51:28

51:28

Dive 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 …

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All About Buying Properties In Default 8:19

5M ago8:19

8:19

There is a lot of pain and suffering among self-storage owners that paid too much for their facility, didn't operate it effectively, bought in the wrong location, or have been obliterated by competition. These type of situations often lead to mortgage default. So you do you buy self-storage properties in default? In this Self-Storage University pod…

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Lauren Rothlisberger: Self Storage And The Roll Off Dumpster Business 48:45

5M ago48:45

48:45

Lauren Rothlisberger is a beast. Starting with VA loans for single family homes and parlaying that into a portfolio of self storage and light industrial. After looking at her P&L statement, she noticed a big line item of roll off dumpsters, so of course she started her own business of 3rd party dumpster services. To learn more about investing with …

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#91 - Interest Rates, Submarkets, and CRE's Future with Spencer Levy 49:12

5M ago49:12

49:12

Spencer Levy, a leading expert from CBRE, joins Tait Duryea and Ryan Gibson to break down the current state of commercial real estate (CRE). He explains how rapid interest rate changes are reshaping the market, highlights key megatrends like reshoring and live-work-play neighborhoods, and offers advice on navigating submarkets. Whether you’re a sea…

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#90 - Balancing Flying, Business Ownership, and Financial Growth with Carl Valeri 49:22

5M ago49:22

49:22

In this action-packed episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Carl Valeri, an airline captain and experienced entrepreneur, to share actionable strategies to balance a flying career with building a passive income. Carl dives into creative ways to start or buy a business, reduce your tax burden, and even transitio…

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Don’t Fall For The Seller’s Bluff 9:12

5M ago9:12

9:12

Bluffing is not just a part of playing poker – it’s also found in working with self - storage facility sellers. In this Self - Storage University podcast we’re going to explore some of the most common seller bluffs and how to diffuse them.By Frank Rolfe

Podcasts Worth a Listen

Self Storage Mastery Podcasts

Podcasts Worth a Listen