Best Pilot Wealth Management Podcasts (2025)

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WIP 1874: #ThrowbackThursday - 10 Things to Look for when Considering a Real Estate Coach 22:20

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6h ago22:20

22:20

One way to financial freedom is through buying discounted properties and then selling them for an incredible price. But there's more to doing real estate than that. To be successful in the business, you need a blueprint, a guide to developing how you approach the business-physically and mentally-so that you are prepared for any scenario. Fortunatel…

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#135 - The Truth About Oil and Gas Investing with Tim Pawul 52:50

1d ago52:50

52:50

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’…

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WIP 1873: The Real Estate Market Shift Happening Right Now...And How to Profit from It 56:49

12h ago56:49

56:49

The market is changing fast—and the investors who understand why it’s shifting (and how to move with it) are the ones who will come out on top. In this episode, we are joined by Clayton Hepler. And you’ll learn the exact strategies today’s top investors are using to close more deals, build stronger income streams, and find opportunities most people…

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#267: Building a World With Trauma Free Children & The Power of Returning to the Wisdom of Your Heart… w/ Keith Hodge 1:18:38

3d ago1:18:38

1:18:38

In his 20s, Keith Hodge was the last person you’d ever expect to become a transformational healer. He spent his nights DJing in clubs, his days snowboarding, and followed the well-worn societal script straight into becoming a tax professional. Life looked “normal” from the outside… until everything collapsed. Within months of starting his corporate…

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WIP 1872: #Classic - Discover How this NJ Woman is Doing Wholesaling Deals in Two Different States 33:47

1d ago33:47

33:47

Meet Nakia, the NJ woman crushing wholesaling deals in two states! In this episode, she reveals the three steps to becoming a real estate entrepreneur, how cold call rejections helped her improve, and breaks down a big deal from a senior owner vacant list. Check out Brent's TTP training program today and learn how to go from faith to fact. --------…

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From Pilot To Builder: Systems, Boundaries, Growth 45:10

3d ago45:10

45:10

We explore how letting go of people pleasing, building systems, and setting boundaries can transform a small aviation business and a leader’s life. James shares how coaching, health habits, and honest standards turned burnout into momentum and growth. • shifting from technician to leader • ending people pleasing and setting boundaries • delegation …

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WIP 1871: The Secret Strategy for Renegotiating a Lower Price (And Actually Getting It) 10:41

3d ago10:41

10:41

If dropping the price feels scary, this episode changes everything. Todd Toback breaks down the smooth renegotiation move that actually works. Todd Toback breaks down the exact negotiation strategies top acquisitions reps use to renegotiate a lower price without blowing up the deal. If you’re in wholesaling, flipping, or any form of acquisitions, t…

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315. Is $1 Million Enough to Retire? Let’s Run the Numbers 40:20

5d ago40:20

40:20

In this episode of A Wiser Retirement® Podcast, we discuss how $1 million has been the golden benchmark for retirement savings. But is this magic number still enough in today's economy? Related Podcast Episodes: Ep 276: How to Make Sure You're Ready for Retirement Ep 217: What are the best and worst states to retire to? Related Financial Education …

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WIP 1870: Lease Sandwich Options vs Wholesaling - Which One Actually Makes You Money 32:42

6d ago32:42

32:42

Brent Bowers sits down with Martine Richardson to break down how she shifted from pure wholesaling to holding assets using creative financing—specifically sandwich lease options. Martine reveals how a $35,000 deal she structured years ago now pays her $1,500/month and has appreciated to $240,000+… all without using her own money upfront. If you’re …

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What's After BigLaw & Consulting? - Allie Canton & Paul Millerd On Reinvention, Parenting on The Pathless Path & as Parent 1:00:27

8d ago1:00:27

1:00:27

Allie and I discuss our shared experiences of leaving traditional career paths to explore more authentic lives. Allie, a former lawyer, talks about navigating parenthood, part-time work, and her numerous interests while stepping off the default path. We chat about how Allie was inspired by 'The Pathless Path,' the ship, quit, and learn framework, a…

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WIP 1869: #ThrowbackThursday - Wholesaling Quicktip - Why Wholesaling is the Most Important Job in Real Estate 8:46

7d ago8:46

8:46

Most traditional brokerage companies have a minimum standard, commission-wise, because of the multiple dispersion of equity prices. On the other hand, there are many properties that have been abandoned and left vacant. According to statistics, unpaid property taxes rack up to $14 billion a year because of these properties. This is where wholesalers…

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WIP 1868: How Two Teenagers Got 20 Deals in 6 Weeks (While You're Making Excuses) 1:08:45

8d ago1:08:45

1:08:45

In this episode, we break down how two teenagers crushed 20 deals in just six weeks — without experience, without overthinking, and without excuses. Tyler Williams and Joshua Dochee share the exact strategies they used to turn dead leads into profit, build ethical wholesaling habits, and create offers sellers actually say yes to. If you’ve been stu…

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#134 - Fatigue, Flight Deck Safety, and the Science of Sleep with Dr. Adam Shapiro 49:53

10d ago49:53

49:53

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…

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#266: The Single Most Important Thing I Did at 21 That Changed My Career Forever 37:41

10d ago37:41

37:41

I turn 30 in just about 3 months. As I sat down to reflect on what’s changed my career trajectory the most over the past decade, one thing stood out above everything else. I call it Slipstreaming. It’s a strategy I first used when I was 21 that helped me go from “broke college student” to working side-by-side with one of my mentors, traveling the w…

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WIP 1867: #Classic - No Money Down Real Estate - Myths vs. Reality 13:43

9d ago13:43

13:43

Yes! You can start building an unbelievable amount of wealth through wholesaling, and yes, you can do that with no money down! In this episode, Brent breaks down how you can find big deals just by going out there and taking action. He will also teach you how to do it FAST. Bust the myths, start making your financial freedom dreams a reality, and be…

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Unpacking Success: Marcel Clarke on Ego, Accountability, and Building Generational Wealth 34:29

10d ago34:29

34:29

We explore what it takes to build durable businesses across franchises, real estate and investing, and why humility, people and discipline beat ego every time. Marcél Clark shares how sacrifice fuels momentum, how leaders stay accountable and how to build teams that win. • people first leadership and culture • startup sacrifice and the myth of bala…

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WIP 1866: 10 Reasons Why Wholesaling is So Much Easier Today than When I First Started! 13:07

10d ago13:07

13:07

Wholesaling feels tougher today—but is it really? In this episode, Todd Toback lays out 10 reasons why wholesaling real estate is actually WAY easier now than when he first started back in 2002. From pulling lists in seconds to closing deals through DocuSign, Todd shows how technology, social media, virtual assistants, and fast lead-gen tools have …

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314. The Simple Estate Planning Error That Could Hurt Your Family 31:44

12d ago31:44

31:44

In this episode of the A Wiser Retirement® Podcast, Shawna Theriault, CFP®, CPA, CDFA®, and Estate Planning Attorney Arun Gupta discuss a real-life story that shows how one overlooked detail can lead to heartbreaking consequences for a family. Related Podcast Episodes: Ep 295: What Happens If You Die Without a Will? The Legal Nightmare Ep 279: What…

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WIP 1865: 3 Years of Losing Money Before His First Land Deal Hit (What He Learned) 27:46

13d ago27:46

27:46

Ready to unlock high returns without owning property? In this episode, Seth Williams breaks down how he went from a miserable corporate job to building a portfolio of 100 rentals and stacking over $17M in equity. Host Brent Bowers guides the conversation as Seth shares the exact roadmap—from hitting rock bottom, to mastering direct mail, to valuing…

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Commit A Career Ending Move - Steven Foster on Permissionless Paychecks, Communal Living & Battling Life's Challenges While Pathless 1:07:16

15d ago1:07:16

1:07:16

In this episode, I have a deep conversation with Steven Foster, who opens up about his career journey from Silicon Valley to embracing a pathless life. We dive into his essay 'Commit a Career Ending Move,' reflecting on how modernity has turned careers into a form of religion. Steven shares his personal challenges, including severe health issues an…

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WIP 1864: #ThrowbackThursday - The Easiest Way to Build a Massive Cash Buyers List in Record Time 41:21

14d ago41:21

41:21

Mark Schinzel works a full-time job while doing real estate on the side — yet he’s managed to build an impressive cash buyers list that’s boosted his net profit significantly. How did he do it? By using smart strategies like negotiating with prospects, leveraging real estate Facebook groups, and partnering with joint venture (JV) collaborators. In …

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#133 - Year-End Tax Moves Pilots Can’t Miss with Toby Mathis 52:37

16d ago52:37

52:37

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 re…

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WIP 1863: From Miserable Corporate Job to 100 Rentals ($17M in Equity) - Your Exact Roadmap 52:53

15d ago52:53

52:53

Ever wonder how someone can go from feeling stuck in a 9-to-5 job to owning 100 rental properties worth over $17 million in equity? In this episode, Jason Pritchard breaks down his entire journey — from hitting rock bottom to building an empire through intentional action, smart data-driven decisions, and an unrelenting work ethic. Jason shares how …

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#265: Beyond Curious Turns 5 Years Old — Curiosity, Consciousness, & Connection w/ Guest Interviewer Susanne Goldstein 1:24:54

17d ago1:24:54

1:24:54

Five years ago, I hit “publish” on a wild experiment. (If you want a laugh, check out episode #1. I listened to it and was cringing like crazy) It wasn’t called Beyond Curious back then — but the mission underneath it was the same: To explore what it really means to live a rich life… not just financially, but emotionally, spiritually, and conscious…

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WIP 1862: #Classic - The Insider's Guide to Big Dollar Deals with Tax Liens 41:51

16d ago41:51

41:51

Unlock the potential of tax liens and tax deeds with expert Saen Higgins. Since 1994, Saen has helped investors achieve high returns through this often-overlooked strategy. In this episode, you'll discover practical steps to start making BIG money with tax lien investing. No matter your experience level, the TTP Training Program now to level up you…

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William Davis on Leadership: Beyond Managing 41:46

18d ago41:46

41:46

We explore what separates real leadership from title-driven management, why connection is the engine of trust, and how fair recognition fuels performance. William Davis shares lessons from four decades in corporate roles, mentorship stories, and a candid blueprint for humane, high-performing teams. • defining leader vs manager vs boss • building tr…

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Flipping Houses at Scale Not Lifting A Hammer | Sam Eddinger 28:44

18d ago28:44

28:44

Send us a text In this episode, we dive into the strategic insights of a seasoned real estate investor and property manager. He shares valuable lessons on the importance of starting early, holding properties for the long term, and developing successful partnerships. The discussion covers scaling a house flipping business, leveraging property manage…

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WIP 1861: Your Acquisitions Manager Is Struggling - Here's How to Fix It Fast 15:55

17d ago15:55

15:55

This episode is a must-listen for every real estate investor or business owner managing an acquisitions team. Todd Toback breaks down the exact steps to coach a struggling acquisitions rep, rebuild their momentum, and get them closing deals again—fast. From the 90-day performance principle to keeping your team sharp with regular meetings and call r…

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313. How Can You Help Your Parents Plan Financially for The Future? 35:42

19d ago35:42

35:42

In this episode of A Wiser Retirement® Podcast, we are tackling the tough, but essential topic of helping your parents plan financially for the years ahead. As more Americans find themselves supporting both their children and their parents, it’s never been more important to plan ahead, start the right conversations, and protect your family’s financ…

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WIP 1860: The 4-Step Process to Mobile Home Park Millions (From a Guy With 33 Parks) 29:36

20d ago29:36

29:36

Brent sits down with Robert Howell — an investor who’s built wealth through 33 mobile home parks — to break down the exact process that got him there. Robert shares his 4-step formula for finding, evaluating, and closing profitable mobile home park deals. From identifying undervalued land to doing deal diligence and confirming value, this episode w…

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WIP 1859: #ThrowbackThursday - Wholesaling Quicktip - Where is the Best Place to Start Wholesaling Houses 8:29

21d ago8:29

8:29

Expanding your wholesaling business into new markets? There’s a strategy to doing it right. In this short but powerful episode, Brent “Mr. TTP” Daniels breaks down how to identify the best locations for your next deals — and shares simple yet effective ways to attract distressed property owners who are ready to sell. Enroll in Brent's TTP Training …

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312. Is Crypto Right for You? 41:56

23d ago41:56

41:56

In this episode of A Wiser Retirement® Podcast, Casey Smith sat down with Robert Swarthout, Founder & CEO of Teton Crypto Capital, to revisit the cryptocurrency questions they first tackled in 2020 and how the answers have evolved over time. Their answers are here to help you find out, does crypto belong in your portfolio? Related Podcast Episodes:…

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WIP 1858: The Free 7-Minute Marketing Method That Actually Works 12:12

23d ago12:12

12:12

You don’t need a big budget or a fancy marketing team to get real estate leads—just 7 minutes a day. In this episode, we break down a simple, free marketing strategy that actually delivers results. Learn how to use Google My Business to boost your visibility, why reviews can make or break your credibility, and how to clean up your social media for …

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#132 - How to Buy an Airport with Robert DeLaurentis 55:43

23d ago55:43

55:43

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 le…

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#264: Rewriting Reality with Hermetic Wisdom, Dissolving Judgment, and Achieving Goals by Approaching Them Obliquely w/ Dr. Steven Young 1:34:58

24d ago1:34:58

1:34:58

On August 7th, I had a session with my friend Keith Hodge where he supported me in connecting deeper with my vision and future self. In that session, a new awareness came through: To step into the next level of my vision and impact, I would need to shift my relationship with judgement. (I’ll explain more what I mean by this in a second) A day or so…

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WIP 1857: 20 Skills You Need to Become an Unstoppable Real Estate Wholesaler 37:45

24d ago37:45

37:45

There are 20 critical skills to get you to the top of the wholesaling ladder! You might be thinking "that's a lot of steps", but by following these steps, you can make the entire process easier, and more organized, putting you in the best possible position for massive success! Today, host Brent Daniels and guest Javon King will dive into the nitty-…

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Unpacking Negotiation: The Art of Human Interaction with Derrick Chevalier 47:29

25d ago47:29

47:29

We unpack why every human interaction is a negotiation and how preparation, not slogans, drives outcomes. Derrick Chevalier shares evolved negotiation tactics that help leaders surface hidden information, avoid self‑negotiation traps, and create value beyond the script. • negotiation as universal human interaction • mentor‑driven mastery and appren…

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Why most businesses never break through (until they learn this) | Ben Serven 42:44

25d ago42:44

42:44

Send us a text Ben Serven, the founder of Black Sheep Global, discusses the transformative power of process optimization and automation in property management. Learn how to document, implement, and automate processes for long-term business growth, the importance of creating a positive company culture, and how to overcome common obstacles in adoptin…

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WIP 1856: The Real Estate Secret Hiding in Every Small Town in America 15:23

25d ago15:23

15:23

Todd Toback uncovers one of the most overlooked real estate opportunities across America — mobile home parks. He breaks down how these hidden gems generate consistent passive income, strong cash flow, and offer less competition than traditional real estate investments. Todd also explains the unique model of buying and renting dirt, the importance o…

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311. Smart Charitable Giving Before December 31st 34:30

26d ago34:30

34:30

In this episode of the A Wiser Retirement® Podcast, Shawna Theriault, CFP®, CPA, CDFA®, and William Medcalf, CFP® discuss how year-end is the perfect time to be strategic with charitable giving. They explore smarter ways to give, instead of just writing a check, to reduce your tax burden. Related Podcast Episodes: Ep 307: Unlocking the Power of Tru…

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EP 47: The #1 Retirement Killer That's NOT the Stock Market (Most People Miss This) 59:37

28d ago59:37

59:37

In this episode of Think Outside the Stocks, host Madhavi Jain welcomes Chris Orestis, President of Retirement Genius, to discuss a revolutionary approach to retirement planning. With over 25 years of experience, Chris shares valuable insights into how retirees can protect their wealth and prepare for the financial demands of long-term care. Chris …

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WIP 1855: The Fastest Way to Make Money in Real Estate (House Hacking Explained) 11:34

28d ago11:34

11:34

In this episode, Brent Bowers breaks down the power of house hacking—a smart strategy to fund your real estate dreams even when money is tight. Inspired by one of his Landsharks students, Brent shares creative ways to turn your current living situation into a cash-generating opportunity, from renting out spare rooms and garages to house hacking you…

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WIP 1854: #ThrowbackThursday - How a Troubled Teen Turned His Life Around and Found Massive Success with Wholesaling 32:52

29d ago32:52

32:52

We’ve all faced setbacks, but there’s always something within us that keeps the fire burning to move forward. At just 18, Jesse Davis from Tyler, Texas, was sentenced to two years in jail on four different charges. Determined to turn his life around, he put in the work and focused on educating himself. Today, Jesse is not only a nurse but also a th…

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#131 - Reading the Economy: Insights from the Bowtie Economist, Dr. Elliot Eisenberg 40:38

29d ago40:38

40:38

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 uncerta…

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WIP 1853: How Google My Business Brought a $60K Deal Walking Through the Door 38:56

30d ago38:56

38:56

In this episode, Brent sits down with Greg Berney from Joe Homebuyer Greensboro to break down why smart investors always go assignments first — and how this simple rule can help you scale faster, earn consistently, and stay ahead of market changes. Greg reveals his system for managing 50+ deals a year, finding the right exit strategy, and why hirin…

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#263: I Wrote an Album for My Wife’s 30th Birthday — Here’s What I Love Most About Her 34:05

1M ago34:05

34:05

My wife, Leah, turned the big 3-0 yesterday! To celebrate her, we’re doing two things: We’re in Florence, Italy for two weeks eating copious amounts of gelato, pizza, and gnocchi… introducing our 2 year old daughter to our favorite city I’m releasing this episode to share what I love most about her, using some AI music to add an extra little oomph!…

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WIP 1852: #Classic - Unstoppable Mindset - From Sweeping Floors to Consistent Wholesale Deals 44:45

1M ago44:45

44:45

Brandon Narrain's journey from sweeping floors to secure consistent wholesale deals is nothing short of inspiring. He went from faith to fact, proving that there's money in real estate and making deals. In this episode, Brandon breaks down how to make serious cash from utilizing properties, and break free from financial limits. Learn from his inspi…

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How People Analytics Builds High-Performance Teams with Noelle London 40:07

1M ago40:07

40:07

We explore how agile leadership and connected HR data build sustainable high performance. Noelle London of Illoominus shares why mindset outperforms credentials, how retention powers revenue, and practical steps to turn fragmented systems into clear people insights. • leadership agility amid rapid workplace change • connecting HRIS, talent acquisit…