Best Matt Aitchison Podcasts (2025)

1
#276 - How to Turn Failure into Freedom with Real Estate Investing - Matt Aitchison 49:45

16d ago49:45

49:45

Joining us on this episode of Living Off Rentals is Matt Aitchison — a hotelier, investor, and host of the Millionaire Mindcast podcast — whose journey through adversity is nothing short of remarkable. After hitting rock bottom in college and spending time in jail, Matt made a pivotal decision to transform his life. He went on to flip hundreds of h…

1
Trump vs. Powell, Inflation Cooling, CRE Shakeup and Crypto ETFs Heating Up | Money Moves 18:00

1h ago18:00

18:00

In this solo episode of Money Moves, Matty A. breaks down the latest economic and investment headlines—from Trump’s fiery demands for massive rate cuts, to shifts in the real estate and crypto landscapes. With CPI cooling, Fed moves uncertain, and industrial real estate starting to wobble, there’s a lot to unpack. Plus, the flood of new altcoin ETF…

1
#279 - Inside the Assisted Living Model That Nets $40K/Month - Brett Chotkevys 46:12

2h ago46:12

46:12

Joining us in this episode of Living Off Rentals is someone who is redefining the way investors think about real estate—and doing it in one of the country's most needed and profitable niches. Brett Chotkevys is the co-founder of Platinum Assisted Living Luxury and the creator of a revolutionary assisted living mansion model that blends top-tier res…

1
What’s Next for Multifamily? Mark Shuler on Market Cycles, Recovery Signs, Global Economic Uncertainty 1:01:34

18m ago1:01:34

1:01:34

In this power-packed episode, Matty A. sits down with Mark Shuler, founder of Shuler Architecture and SGRE Investments, to break down the current state and future of the multifamily real estate market. With a portfolio of 4,000+ units and 30+ years of experience in architecture and development, Mark offers a unique, data-driven lens on navigating d…

1
The Best Real Estate Tax Strategy - How Cost Segregation & Bonus Depreciation Save You Millions | Wise Investor Segment 11:18

4d ago11:18

11:18

Want to keep more of your hard-earned real estate profits? In this episode of Wise Investor Segment, host Matty A. breaks down two of the most powerful (yet underutilized) tax strategies in real estate: cost segregation and bonus depreciation. Discover how savvy investors legally accelerate depreciation, dramatically reduce their taxable income, an…

1
#278 - How to Use Accelerated Depreciation to Save Thousands on Taxes - Dawn Polin 26:53

7d ago26:53

26:53

Joining us on this episode of Living Off Rentals is someone who helps rental property investors unlock huge tax savings through accelerated depreciation. Dawn Polin is a Certified Public Accountant (CPA) with over 20 years of experience, including managing the cost segregation practice at a large CPA firm. Today, she’s the Managing Director of Rent…

1
California Riots, Trump Musk Beef, And The Big Bill Breakdown | Money Moves 42:59

6d ago42:59

42:59

In this solo episode of Money Moves, Matty A. dives into the explosive Trump vs. Musk feud and unpack what really sparked their public fallout—from spending bills to government contracts and even Epstein allegations. We also break down the controversial "Big Beautiful Bill" and its implications on America's fiscal health, as well as powerful commen…

1
Insurance Crisis Incoming - How Trump Cuts Could Trigger A Commercial Real Estate Crisis | Wise Investor Segment 13:07

7d ago13:07

13:07

In this episode of Wise Investor Segment, we delve into the looming insurance crisis and its potential to trigger a commercial real estate (CRE) downturn. With President Trump's proposed cuts to disaster relief and regulatory agencies like NOAA, concerns are rising about increased insurance premiums and reduced federal support for disaster-stricken…

1
Tariffs, Taxes & Tension: The Economic Reset Unfolding | Money Moves 53:31

9d ago53:31

53:31

The global economic table is being reset — and Matty A and Ryan are breaking it all down. From shocking capital gains proposals in Australia to America's $22 billion tariff windfall, this week’s Money Moves dives into the new financial power plays that are reshaping markets, politics, and personal portfolios. Episode Breakdown [00:00] Big Headlines…

1
#277 - The EASIEST Financing Option for Short Term Rental Investors: DSCR Loans - Jay Anderson 40:10

9d ago40:10

40:10

Joining us on this episode of Living Off Rentals is someone who’s helped Kirby secure five different DSCR loans over the past year and a half. Jay Anderson is a lender with Visio Lending, a company that specializes in DSCR loans for investment properties. A DSCR (Debt Service Coverage Ratio) loan allows investors to qualify based on a property’s in…

1
Navigating Markets, Mindset & Momentum | Money Moves 50:23

19d ago50:23

50:23

In this high-energy episode, we dive into the latest market headlines and the mindsets driving real wealth in uncertain economic times. From delayed EU auto tariffs and market volatility to real estate tax strategies and crypto’s next big wave—this episode covers the critical money moves you should be thinking about right now. We also talk about ho…

1
Why Mobile Home Parks Are the Best Kept Secret in Real Estate | Brad Johnson 59:58

20d ago59:58

59:58

In this week’s Millionaire Mindcast, Matty A is joined by Brad Johnson, founder of Vintage Capital, to uncover the investing frameworks of high-net-worth families and family offices. Brad breaks down how the wealthy preserve and grow wealth, why they avoid conventional strategies, and the mindset shifts that set them apart from everyday investors. …

1
How to Play Real Estate “Monopoly” to Build Your Dream Life | Wise Investor Segment 1:08:47

26d ago1:08:47

1:08:47

In this episode, Matty A is a guest in the show Zero to 100 Podcast! Matty A. shares how he went from flipping homes with no money to building a diversified commercial real estate empire. Discover how he got started during the foreclosure crisis, made $100K+ on his first flip using 100% financing, and why working for free became the foundation of h…

1
Trump’s Tax Bombshell, Biden's Diagnosis, & the Death of Recession Hype | Money Moves 1:08:00

23d ago1:08:00

1:08:00

Matty A and Ryan Breedwell are back with one of the most jam-packed, hard-hitting episodes of Money Moves to date. 🔥 The No Tax on Tips Act just passed 💰 Trump’s 389-page tax plan is loaded with middle-class wins 🧠 Biden’s shocking health diagnosis ignites scandal and speculation 📉 Recession? Moody’s downgrade? Michael Burry’s latest panic? Yawn. 🚗…

1
#275 - Creating a Lifestyle by Design With Turnkey Real Estate Investing - Ali Boone 55:52

23d ago55:52

55:52

Joining us on this episode of Living Off Rentals is someone who escaped the corporate grind and built a lifestyle by design through turnkey real estate. Ali Boone is an engineer, rugby player, pilot, adventurer, and the founder of Hipster Investments. She’s also the author of three different real estate books, including Not Your How-To Guide to Rea…

1
How to Attract Investors and Raise Capital for Commercial Real Estate the Right Way | Randy Smith 47:00

28d ago47:00

47:00

In this week’s episode of the Millionaire Mindcast, Matty A sits down with Randy Smith, the powerhouse behind Impact Equity. Once a full-time W-2 employee in the corporate world, Randy has now built a thriving portfolio of over 20 passive investments and is helping others follow a similar path. They discuss: How he discovered the power of real esta…

1
My 37th Birthday Reflection On The Last 12 Months and What's Ahead | Wise Investor Segment 29:27

30d ago29:27

29:27

In this deeply personal and powerful episode, the host reflects on lessons, wins, and challenges from the past year as he celebrates his 37th birthday. From expanding his commercial real estate portfolio—including a bold leap into redeveloping a 75,000+ sq. ft. shopping center—to launching the Wise Investor Collective mastermind, he shares behind-t…

1
Trade Resets, Rate Rumbles & Trump’s First 100 Days: Markets Surge as Power Shifts | Money Moves 49:22

1M ago49:22

49:22

📄 PODCAST / YOUTUBE DESCRIPTION: In this high-volatility, high-stakes episode of Money Moves, Matty A welcomes back Mr. Breedwell — now officially a dad — and the two dive headfirst into the firehose of news impacting your wallet, portfolio, and future wealth. 💥 Trump’s first 100 days are redefining global trade, tax policy, and investor sentiment.…

1
#274 - How Going All In on One Real Estate Market Built Big Wealth (And Community) - Jonna Weber 35:27

1M ago35:27

35:27

Joining us in this episode of Living Off Rentals is Jonna Weber, a seasoned buy-and-hold investor with two decades of experience investing in single-family and small multifamily properties in Idaho. Jonna runs the Boise Real Estate Investor Network, where she helps connect and support investors across the state. She is also the host of the Idaho Re…

1
Self Storage Investing 101 - How To Succesfully Build And Operate Self Storage Properties For Big Profits | Bill Kanatas 46:00

1M ago46:00

46:00

In this week’s episode of Millionaire Mindcast, host Matty A. sits down with Bill Kanatas, a leading self-storage developer with over $100 million in projects under his belt. Bill shares his incredible journey from being a residential real estate broker to becoming a powerhouse in self-storage development and operations. Tune in to learn: How Bill …

1
How the Right Tenant Can Make You a Millionaire: The Hidden Wealth Strategy in Commercial Leases | Wise Investor Segment 22:21

1M ago22:21

22:21

In this eye-opening episode, Matty A. reveals how a single commercial lease can instantly add millions in equity to your property—without swinging a hammer or waiting decades for rent to trickle in. He breaks down how commercial real estate leases—especially with strong tenants—can be leveraged to exponentially grow wealth. Using real-life examples…

1
#273 - Converting Garages to ADU's to create massive value 48:40

1M ago48:40

48:40

In this episode of Living Off Rentals, we’re joined by Henry Russell—a Navy veteran, entrepreneur, and multifamily real estate investor with over 15 years of experience. Henry Russell attended the U.S. Naval Academy and went on to complete multiple combat tours in Iraq as a Naval officer. After leaving the Navy, he returned to Baltimore, where he f…

1
How Warren Buffet Retirement Lessons and Trumps Tax Cuts Can Positively Impact Your Investing | Money Moves 35:58

1M ago35:58

35:58

Welcome back to another jam-packed episode of Money Moves! Matty A flies solo this week with Ryan out celebrating fatherhood (congrats, Breedwell fam! 🍼). We kick things off reflecting on the true value of time—especially as a parent—and why controlling your time is the ultimate wealth strategy. From there, Matty shares market and policy updates, i…

1
The Ai Technology Giving Multi Family Investors An Edge That Will Increase Cash Flow And Explode Your Equity | Peter Roisman 39:16

1M ago39:16

39:16

In this powerful conversation, Matty A. is joined by entrepreneur and real estate expert Peter Roisman, co-founder of Rev Leasing. Peter shares how his transition from developing surgery centers to creating a proptech company is helping multifamily investors unlock hidden income and equity through better leasing practices. Learn how his team develo…

1
#272 - Key Legal Considerations When Scaling a Rental Business - Diana Khan 48:50

1M ago48:50

48:50

Joining us on this episode of Living Off Rentals is an award-winning attorney, entrepreneur, and mom of three who owns seven businesses—including her own law firm. Diana Khan, named one of the Top 40 Young Lawyers in the country, simplifies the legal side of real estate investing and shares how to structure your business to protect your assets and …

1
Trump’s First 100 Days, Market Wobbles, and a Tariff-Powered American Comeback | Money Moves 47:46

2M ago47:46

47:46

In this episode of Millionaire Mindcast, Matty A and Ryan Breedwell break down what’s shaping up to be one of the most aggressive first 100 days of any presidency—Trump's economic playbook is in full motion. From locking in $5.2 trillion in U.S. investments to playing chess with global tariffs, the duo gets into what it all means for your money. 📈 …

1
The Shopping Center GOAT Who Bought 10M Sq Feet Of Commercial Retail Real Estate | Andy Weiner 55:27

2M ago55:27

55:27

In this powerhouse episode, Matty A sits down with Andy Weiner — the Founder & President of RockStep Capital — to explore how he amassed over 10 million square feet of commercial retail real estate across 11 states. From a childhood immersed in his family’s 159-store clothing chain to mastering acquisitions in “Hometown America,” Andy breaks down h…

1
The 5 CRE Investor Types (And Which One You Might Be) | Wise Investor Segment 18:58

2M ago18:58

18:58

Before diving into commercial real estate, it's crucial to know what kind of investor you are. In this episode, Matty A. breaks down the five most common CRE investor profiles—from passive income seekers to real estate entrepreneurs—and helps you identify which strategy best fits your goals, timeline, risk tolerance, and lifestyle. Plus, you’ll get…

1
#271 - How He Replaced His Tech Salary with Short Term Rentals - Stylianos Kalamaras 38:46

2M ago38:46

38:46

Joining me on this episode of Living Off Rentals is someone who’s been an athlete, Navy veteran, cyber engineer, and now, a short-term rental investor. Stylianos “Steve” Kalamaras is a fighter in every sense of the word. A former boxer turned real estate investor, he’s built an impressive short-term rental portfolio that brings in solid cash flow t…

1
Are We Headed for a Great Depression? Market Volatility, Tariffs, and the Trump-Powell Power Clash | Money Moves 42:51

2M ago42:51

42:51

📓 Podcast Show Notes: In this episode of Money Moves, Matty A and Ryan Breedwell unpack a high-volatility week with headlines sparking everything from optimism to outright fear. Are we heading for another Great Depression—or just another news cycle full of noise? 🔍 Topics We Cover: 📉 Market Bounce Back: $1.4T returned to the market—what does it sig…

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Matt Aitchison Podcasts

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