Matthew Whitaker, Spencer Sutton, and Gray Hall
The Evernest Real Estate Investor
Are you a new investor looking to buy your first rental property? Or a busy executive looking to deploy capital into cash flowing rental properties? Are you interested in flipping houses or becoming a wholesaler? Are you looking to invest in different markets around the US? If you fall in any of those buckets, this podcast is for you. Join seasoned rental investors and co-hosts Matthew Whitaker, Spencer Sutton, and Gray Hall for in-depth conversations about real estate investing, deal analysis, market spotlights, success stories, and much more. Our guests are industry experts who share their k...
Author
Matthew Whitaker, Spencer Sutton, and Gray Hall
Category
Podcast website
Latest episode
Jul 6, 2026
Where to listen?
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Episodes
Episode 154: Should You Use a HELOC to Buy Rental Properties? 06.07.2026 25:11
In this episode, Spencer Sutton and Adam Hobson break down whether investors should use a HELOC to buy rental properties and how home equity can be used to move faster on real estate deals. You'll learn: How a HELOC can give investors quick access to cash for rentals, rehabs, or BRRRR deals The difference between using a HELOC and hard money lending Why a HELOC can be helpful, but risky if you ove...
Episode 153: How Many Rental Properties Do You Actually Need to Retire? 29.06.2026 29:24
In this episode, Spencer Sutton and Adam Hobson break down what it really takes to retire through real estate investing and why cash flow matters more than the number of properties you own. You'll learn: How to calculate the cash flow needed to reach financial freedom Why your investment strategy should match your desired lifestyle The long-term habits that help investors build lasting wealth and...
Episode 152: How Overleveraging Can Wipe Out Your Entire Portfolio 22.06.2026 23:45
In this episode, Spencer Sutton and Adam Hobson discuss the dangers of overleveraging in real estate investing, why too much debt can destroy long-term wealth, and how successful investors balance growth with financial stability. You'll learn: The difference between healthy leverage and overleveraging How market downturns can expose risky investment strategies Practical ways to grow a portfolio wh...
Episode 151: Reacting to Viral Real Estate Advice… It's Worse Than You Think 18.05.2026 20:48
Adam Hobson and Brian Miles react to viral real estate investing videos and break down what's real, what's misleading, and what investors actually need to know in 2026. You'll learn: Which influencer buzzwords are huge red flags If Section 8 is actually a viable, profit-making strategy (and what can prevent Section 8 owners from making cash flow) How to see through the wholesaling hype to build a...
Episode 150: How to Find Private Lenders for Real Estate Deals 11.05.2026 26:51
In this episode, Adam Hobson and Brian Miles explain how investors use private capital to fund real estate deals without banks, and what lenders look for before investing in a property. You'll learn: Why some investors choose to work with private lenders Tips for finding private lenders in your market How to become a private lender (even while building your own wealth) ==========================...
Episode 149: How to Scale from 1 to 5 Rental Properties (Here's What Works) 04.05.2026 29:47
Spencer Sutton and Adam Hobson break down how to realistically scale from your first rental property to five (without falling for guru advice or flashy marketing). Whether you're just getting started or stuck on your first deal, this episode gives you practical steps to grow the right way. You'll learn: How to leverage your vision of success to set the foundation for lasting success Where to start...
Episode 148: Strategies to Start in Real Estate (Ranked Worst to Best) 27.04.2026 16:13
In this episode, Spencer Sutton and Adam Hobson break down the best (and worst) ways to get started in real estate, ranking strategies from hardest to easiest. They cover why AirBnB and fix-and-flips can be risky for beginners, how long-term rentals can go wrong if you're not careful, and why wholesaling and bird dogging are often the easiest ways to get your first deal. You'll learn: Why short-t...
Episode 147: Real Estate Investing Horror Stories (Beginner Mistakes to Avoid) 13.04.2026 45:09
Making mistakes as a real estate investor can cost you everything, which is why Spencer and Adam are sharing horror stories, red flags, and lessons learned to help you save your bottom line (and your sanity). You'll learn: How to avoid making six-figure stumbles with one simple trick (most people overlook this) Why you shouldn't trust every "how to invest in real estate" course The number of rent...
Episode 146: One of My Tenants Stayed for 20 Years (Tips To Reduce Vacancy) 23.03.2026 29:02
One surefire strategy to boost your rental property revenue is to avoid tenant turnover - but how do you find and keep excellent residents? In this episode, Spencer and Adam break down everything you need to know about reducing tenant turnover, from pricing your rental correctly to handling issues quickly. You'll learn: The dangers of buying the best-looking house in the neighborhood The biggest...
Episode 145: Owner Financing: Build Cash Flow Without Being a Landlord 16.03.2026 35:47
Creative financing unlocks new opportunities for real estate investors - especially when one strategy allows you to sidestep the biggest hurdles landlords face. Spencer and Adam discuss how to avoid the "feast-or-famine" pressure of property management while amplifying your cash flow through owner financing. You'll learn: The different types of owner financing (and which work best for beginners) H...
Episode 144: The 5 Things Investors Miss That Cost Them Thousands 23.02.2026 22:41
In this episode, Spencer Sutton and Adam Hobson break down the five inspection pitfalls that many real estate investors miss. If you're buying a rental property or analyzing a deal from a wholesaler or agent, this is a step-by-step walkthrough of the big-ticket items to check before you make an offer. You'll learn: Common foundation issues, what they look like, and which are deal killers What comm...
Episode 143: Flip vs. Hold: How to Know Which Strategy Makes You More Money 16.02.2026 20:55
There are so many different strategies that real estate investors can use to maximize their bottom line... but deciding whether to flip a property or to buy and hold it can be challenging. In this episode of The Evernest Real Estate Investor podcast, Adam and Spencer discuss when each strategy makes the most sense. You'll learn: How to determine if a property will make a great rental - or shoul...
Episode 142: How to Not Waste Time Analyzing Real Estate Deals (Biggest Red Flags) 09.02.2026 28:49
In this episode, Spencer Sutton and Adam Hobson discuss the biggest red flags of real estate deals so you can move faster, avoid overpriced properties, and make smarter buying decisions. You'll learn: When it makes sense to pay for a home inspection How to balance speed and due diligence Why it's critical to find people to work with for long-term success =================================== Connec...
Episode 141: 90% of Wholesale Deals Are Bad… Here's How to Spot the Good Ones 02.02.2026 26:38
Wholesaling can be a great way to start investing in real estate - as long as you avoid common mistakes, like working with an inexperienced wholesaler or mishandling a contract that hurts future business. In this episode, Adam and Spencer explain how to buy property from wholesalers like a pro. You'll learn: How to determine if a wholesaler is legitimate (and why a "good offer" from a bad actor ca...
Episode 140: What Renovations Actually Increase Rent? (And What's a Waste of Money) 26.01.2026 30:59
If you're leveraging real estate investing as a long-term strategy, renovations are inevitable - but which updates are truly worth it? In this episode, Adam and Spencer dive into the truth behind the renovations that make a difference to your bottom line (and the ones that don't). You'll learn: What a tired landlord is (and how to avoid falling asleep at the wheel of your investment strategy) How...
Episode 139: I Offered a Squatter $7,000 to Leave… They Refused 19.01.2026 42:47
In this episode of The Real Estate Investor Show, Adam explains how he finally removed a squatter from a unit purchased as part of a 10-property package - after trying for one year ! He explains what he did, what not to do, and how to navigate this challenging situation without losing his mind. You'll learn: When it's worthwhile to buy a property, despite the presence of squatters The difference b...
Episode 138: Hoarder Houses: Goldmine or Money Pit? What Smart Investors Know Before Buying 12.01.2026 35:33
In this episode of The Evernest Real Estate Investor Show, Spencer and Adam discuss buying hoarder houses - what strategies to use, common pitfalls, and the misconceptions behind purchasing distressed homes ( spoiler: good investors aren't taking advantage of people! ). You'll learn: How to investigate distressed property while treating the owners kindly Why you need to assume the worst if you can...
Episode 137: If I Started Over In Real Estate 29.12.2025 39:54
Seasoned real estate investors Adam Hobson and Spencer Sutton look back at their investing journeys and reflect on the lessons they learned and what they would change. You'll learn: Why Spencer wouldn't start over in retail franchising How wholesaling can set you up for long-term success (despite short-term pains!) Why you should always be developing yourself professionally and personally ========...
Episode 136: 5 Rookie Real Estate Investing Mistakes 22.12.2025 35:13
Real estate investments are a fantastic way to build lasting wealth - but there are plenty of mistakes people make when trying to build their rental portfolio. In this episode, experts Adam Hobson and Spencer Sutton discuss the most common problems new investors face and how to set up an investment spread that withstands the test of time. You'll learn: Why focusing only on cash flow will lead to d...
Episode 135: I Bought My First Commercial Property… (Then Everything Went Wrong) 15.12.2025 59:37
Co-host Adam Hobson shares the hard lessons he learned when buying his first commercial investment property - from the questions he should have asked to the pitfalls he fell into so that your first deal goes more smoothly. You'll learn: How commercial real estate differs from residential real estate as a money-making strategy The power behind a triple-net lease (and how it's just like owner-fina...
Episode 134: Best Places to Invest in Birmingham, AL (& Where to Avoid) 08.12.2025 42:05
Spencer and Adam return to their roots with this Alabama-focused episode of The Evernest Real Estate Investor Show, sharing insights that investors nationwide should consider when purchasing their next rental property. You'll learn: Different neighborhood classifications with specific examples What to ask as an out-of-state investor to avoid deals that will sink your bottom line Why wholesalers ar...
Episode 133: The Reality of Section 8 Investing (Nobody Warns You About This) 01.12.2025 42:12
In this episode, Spencer and Adam break down the real pros and cons of Section 8 investing, separating online hype from real-world experience. You'll learn: How the Section 8 program works, including what to expect each year The ways in which Section 8 property management differs from other property management models The biggest misconceptions property owners have regarding Section 8 (and how the...
Episode 132: Real Estate Experts React to TikTok "Gurus" 24.11.2025 39:37
It's easy for anyone to pretend to be a real estate investing expert on social media - but what do seasoned investors think about the advice being thrown out? Adam Hobson and Spencer Sutton react to popular investing tips, offering insights into what does (and absolutely does not) work for new real estate investors. You'll learn: The real estate investing track that empowers you to grow and mainta...
Episode 131: Why More Investors are Choosing Build-to-Rent Properties in 2025 17.11.2025 27:47
In this episode, Spencer Sutton sits down with Nate Williams and Davis Moore from Lennar, one of the nation's largest homebuilders, to discuss why more investors are shifting to Build-to-Rent (BTR) properties and what it means for the future of single-family investing. Learn more about Lennar on their website , and check out their Investor Marketplace here . You'll learn: How BTR properties un...
Episode 130: Why I Left Tech to Develop Real Estate | Dave Barker 10.11.2025 37:02
Dave Barker shares his journey into real estate development after a 20+ year career in software startups. He discusses the strategies he used to build a lasting portfolio in Winter Park, CO, despite the high cost of living in this resort town and other challenges he has overcome along the way. Want to get in touch? Email Dave at Dave@virtusdesignbuild.com . You'll learn: Why transparency gets you...
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