Why Your Real Estate Profits Are Vanishing To Taxes and How To Fight Back w/Jeff Hiatt
Release Date: 06/12/2025
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Many people who work hard to build and protect their wealth assume that once they “make it,” everything will finally feel good, secure, calm, and settled. But most people don’t discover the truth until they’re already successful: money doesn’t quiet the fear. It often makes it louder. The pressure gets higher, and the decisions get heavier. The same stress, anxiety, and old beliefs they carried before wealth simply move with them into a larger life. That’s the part no one prepares high earners for: the emotional weight that grows alongside the net worth. And it shows up everywhere:...
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When people think about economic downturns, they usually assume the damage happens at the bottom. What rarely gets talked about is how many wealthy people lose everything — not because they didn’t have assets, but because they trusted strategies that only worked when conditions stayed favorable. In this episode, I’m joined by Arthur Hood, an investor and entrepreneur who has built significant wealth across multiple market cycles and watched firsthand how high-net-worth individuals get taken out when liquidity tightens, exits disappear, and assumptions stop holding. We talk about why net...
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The Trucker Financial Trap and How to Escape It w/ Dexter Holiday
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For a lot of truckers, you can make great money hauling loads across the country, but it comes with a catch: the wheels have to keep turning for the money to keep coming in. There’s no automatic runway to financial freedom, no built-in exit strategy, just the quiet expectation that you’ll drive until your body says you can’t. And the obvious alternatives like owning trucks, hiring drivers, scaling through fleet operations aren’t as simple or as stable as they sound. Most truckers end up in a loop that looks a lot like the rest of America’s financial reality: you earn, you...
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When entrepreneurs think about selling a business, they picture a clean formula: EBITDA × multiple, a “strategic buyer,” and a smooth six-month process that ends with a big wire hitting their account. What almost no one pictures is the real complexity behind an exit. The psychology, the timing, the identity shift, the risk calculus, and the reality that most founders aren’t just selling a business… they’re handing over a lifetime’s work to someone else. That’s the part nobody warns you about. Most owners obsess over valuation, but the real danger is preparing too late,...
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When people think about wealth-building, they picture stock charts, IRR calculators, and “smart” portfolios engineered by advisors. What they never picture is a dentist quietly building long-term wealth through trees or using a whole life policy as the cheapest, most flexible source of capital in his business. That narrow view hides one of the most powerful truths about high-net-worth families today: the real wealth is built through boring, patient, predictable decisions that compound for decades… not the high-IQ investing most people obsess over. Most high earners are told to focus on...
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How to Escape the Debt Cycle the Banks Want You Trapped In w/ Harrison George and Christy Vann
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For most people, debt isn’t a mistake; it’s just life. The mortgage, the car loan, and the credit cards are what everyone does. Making the minimum payments feels normal, but that actually keeps people stuck. Millions of families are drowning in debt, and they’re barely managing. They’re working hard, keeping up with their bills, but almost every dollar they earn goes right back out in interest. They’re not moving forward; they’re treading water. The hard part is, they’re not doing anything “wrong.” They’re doing what the system taught them to do: stay cash-poor while the...
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Non-Food Franchises: A Shortcut to Entrepreneurship, Wealth & Tax Benefits w/ Jon Ostenson
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When people hear “franchise”, they immediately picture a drive-through window and a fryer in the back. That narrow view hides one of the most accessible and profitable paths to business ownership today: non-food franchising. We’ve been taught that entrepreneurship means starting from scratch: writing business plans, building systems, and hoping your idea sticks. Franchising flips that equation. You’re not reinventing the wheel; you’re stepping into a proven system with training, marketing, and infrastructure already built. The best part? You can own a business that runs...
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From the outside, pro athletes look like they’ve made it; like they’ll never have to worry about money again. Multi-million-dollar contracts, highlight reels, and luxury lifestyles suggest money will never be an issue. But behind the scenes, most players are one injury, one bad decision, or one contract away from financial ruin. The truth is, the average NBA career lasts just 4 years. Taxes, agents, lavish spending, and poor planning chip away at earnings until the fortune is gone, and with no plan for life after the game, many athletes end up broke and starting over from scratch....
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Stacking Wealth: The 5 Returns You Can ONLY Get From Real Estate Investing w/ Axel Meierhoefer
Money School Podcast
Most investors don’t fail because they pick the wrong stock or buy into the wrong trend. They fail because they never define success for themselves. They chase returns without knowing what a win actually looks like. Without a clear target and purpose, investing becomes guesswork, and the chances of losing money are higher. Worse, they choose methods that look cool instead of ones they actually understand. They don’t give themselves a hard out, so they hold too long or sell too soon. And often, they pick investment vehicles that only pay them in one way. That’s where real estate...
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Stacking Wealth: The 5 Returns You Can ONLY Get From Real Estate Investing w/ Axel Meierhoefer
Money School Podcast
Most investors don’t fail because they pick the wrong stock or buy into the wrong trend. They fail because they never define success for themselves. They chase returns without knowing what a win actually looks like. Without a clear target and purpose, investing becomes guesswork, and the chances of losing money are higher. Worse, they choose methods that look cool instead of ones they actually understand. They don’t give themselves a hard out, so they hold too long or sell too soon. And often, they pick investment vehicles that only pay them in one way. That’s where real estate...
info_outlineReal estate investing is supposed to build your wealth. So why does it feel like you're building the IRS’s bank account instead?
You're hustling, buying properties, managing tenants, and navigating deals. Then tax season hits, and you’re writing big checks to the government. What if you had a legal way to keep more of your money?
Well, there is, and it isn’t new; it’s been around for decades. CPAs know it and the wealthy definitely use it.
It’s called cost segregation.
Cost segregation is a tax strategy that breaks down your property into components and depreciates them faster. That means more write-offs, bigger deductions, and less money to the IRS.
All 100% legal, all by the book.
But how exactly does it work? What’s the process behind it? Is it only for big, commercial buildings?
In this episode, I’m joined by Jeff Hiatt, Director of New Business Development at MSC Consultants and a cost segregation expert. He breaks down what cost segregation is, how it can unlock significant tax savings, and why this powerful strategy remains surprisingly underutilized.
Things You’ll Learn In This Episode
-Why people don’t know about cost segregation
What misconceptions might be preventing more investors from taking advantage of cost segregation?
-The best way to use cost segregation
Cost segregation is most beneficial for property owners looking to accelerate depreciation on assets. When might cost segregation provide little to no advantage for a property owner?
-Wipe out income tax liability
Cost segregation allows real estate investors to significantly reduce or eliminate their income tax liability. How can this lead to major tax savings and more wealth?
Guest Bio
Jeff Hiatt is the Director of New Business Development at MS Consultants (MSC), a leading provider of cost segregation studies. Since joining MSC in 1999, Jeff has been instrumental in expanding the firm's presence in the New England area, establishing strong relationships with CPA firms, real estate professionals, and accounting societies. His efforts have contributed to MSC becoming a prominent name in the field of cost segregation.
A graduate of Indiana University, Jeff is a recognized expert in cost segregation and energy efficiency tax strategies. He has lectured extensively, providing Continuing Professional Education (CPE) training to accounting firms and tax institutes. His speaking engagements include notable organizations such as the Boston Tax Institute, Massachusetts Society of CPAs, and Maine Real Estate Developers Association.
Beyond his professional endeavors, Jeff is actively involved in his community. He is a member of the Rotary Club of Portsmouth, New Hampshire, and serves on the Board of Swim With A Mission, an organization dedicated to supporting veterans and their families.
Find Jeff on LinkedIn here @Jeff Hiatt
Visit https://www.costsegs.com/ and mention Chris Naugle/BYOB for a $100 fee discount
About Your Host
From pro-snowboarder to money mogul, Chris Naugle has dedicated his life to being America’s #1 Money Mentor. With a core belief that success is built not by the resources you have, but by how resourceful you can be. Chris has built and owned 19 companies, with his businesses being featured in Forbes, ABC, House Hunters, and his very own HGTV pilot in 2018. He is currently founder of The Money School™, and Money Mentor for The Money Multiplier.
His success also includes managing tens of millions of dollars in assets in the financial services and advisory industry and in real estate transactions. As an innovator and visionary in wealth-building and real estate, he empowers entrepreneurs, business owners, and real estate investors with the knowledge of how money works.
Chris is also a nationally recognized speaker, author, and podcast host. He has spoken to and taught over ten thousand Americans delivering the financial knowledge that fuels lasting freedom.
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