The Multifamily Real Estate Experiment Podcast

Hosted by Hutch the Marine Investor and Dr. Heath Jones

Business Entrepreneurship EducationInterviews guests

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Episodes

483

Latest episode

Aug 2026

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EN-US

About the show

“Multifamily Real Estate Investing for the Career Professional.” Join Shelon "Hutch The Marine Investor" Hutchinson who talks to military veterans and real estate professionals about the results of their journey and multifamily real estate experiments. Each week, Hutch discusses Multifamily Real Estate Investing for Career Professionals and military veterans to help you build wealth and financial independence. Questions about Multifamily real estate investing are systematically dissected as your host works through observations and data to answer the week's question.

Listen to episodes

60 recent

August 21, 2026Episode 1301 min

MFREE 130 Trailer # 5 with Stewart Heath: Are You Evaluating Risk Like an Investor or a Promoter?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! Risk is not just about whether an investment looks good on paper. It is about understanding what could cause you to lose money and preparing for it before you invest. 🧠📊 For Stewart, one of the biggest areas to watch is leverage. Debt can be a useful tool, but taking on too much can quickly change the risk profile of an investment. That is why he believes real estate should be evaluated like a CPA, not a promoter. 🔍🏢 Strip away the excitement and look at the fundamentals. What is the income? What are the management costs, maintenance expenses, insurance, taxes, and other obligations? Whether you are evaluating a duplex or a much larger property, disciplined investing starts with understanding the numbers and asking what could go wrong before focusing on what could go right. 💡 Good investors look for opportunity. Disciplined investors also understand the risk. #RealEstateInvesting #RealEstateInvestor #RealEstate *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

August 20, 2026Episode 1301 min

MFREE 130 Trailer # 4 with Stewart Heath: Could “Boring” Be One of the Smartest Mindsets in Investing?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! Big wins get attention, but Stewart believes real progress is usually built somewhere much less exciting. 📈🧠 It comes from doing the basics well, day after day. That is where his philosophy of “boring is beautiful” comes from. Instead of always chasing the newest or most exciting opportunity, Stewart values consistency, discipline, and understanding what you own. 🏢 There is a bigger lesson here than real estate. In business, leadership, and investing, the fundamentals can feel repetitive. They rarely make headlines. But showing up, following a sound process, and staying focused on what works can matter more than constantly looking for the next exciting move. 💪🏾🎯 Sometimes boring is not a weakness. Sometimes it is a sign that you have learned to value consistency over excitement. 👏🏾 #RealEstateInvesting #RealEstateInvestor #InvestorMindset *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

August 19, 2026Episode 1301 min

MFREE 130 Trailer # 3 with Stewart Heath: Are You Negotiating With Enough Conviction?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! Stewart shares a negotiation lesson that has stayed with him for years: “If you're not embarrassed by your first offer, you're offering too much.” 😅 The point is not to throw out random numbers. It is to know your numbers well enough to make an offer with confidence, even when it feels uncomfortable. 📊 Sometimes the answer will be no. Sometimes the response may surprise you. That mindset connects directly to Stewart’s background as a CPA. After more than three decades working with numbers, he naturally approaches real estate through analysis, discipline, and understanding what makes sense before moving forward. 🧠🏢 Strong negotiation starts with preparation. Know your numbers, understand your position, and do not be afraid to ask. #RealEstateInvesting #NegotiationSkills #InvestorMindset *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

August 18, 2026Episode 1301 min

MFREE 130 Trailer # 2 with Stewart Heath: What Really Shapes Success Beyond the Numbers?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! The Focus Round gave us a different look at Stewart. 🎯 From walking real estate for fun 🏢 to the late-night tax season realization that pushed him toward investing, his journey has been shaped by paying attention to what was happening around him. One lesson became especially important along the way: communicate early and communicate often. 🗣️ Stewart admits that communication was not always one of his strengths. Experience taught him that investors, tenants, and the people depending on your leadership should not have to wonder what is happening. And today, his definition of success has changed too. It is less about simply making more money and more about building assets his children may one day benefit from and potentially pass forward to the next generation. 👨‍👩‍👧‍👦🏢 That is a powerful shift in mindset. Success is not only about what you build for yourself. It is also about what your decisions, habits, and communication allow you to build for the people coming after you. 💭💪🏾 #RealEstateInvesting #Leadership #GenerationalWealth *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

August 17, 2026Episode 1301 min

MFREE 130 Trailer # 1 with Stewart Heath: What Separates Good Investors From Exceptional Ones?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! “You make your money on the buy, not the sell.” 🏢💭 For Stewart Heath, that mantra comes down to one thing: discipline before the decision. Exceptional investors do the work on the front end. They study the numbers, understand the asset, and decide what they are willing to pay before emotion or competition enters the picture. 🔍📊 Because once you are in the deal, you are in it. What you pay at the beginning can influence the entire life of an investment. That is why Stewart believes strong investing starts with knowing your limits and having the discipline to stick to them. 💪🏾 It is a real estate lesson, but it is also a leadership lesson. Set your standards before the pressure shows up. 🧠 Strong decisions usually start long before the final handshake. #RealEstateInvesting #MultifamilyInvesting #InvestorMindset *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

August 1, 2026Episode 12954 min

MFREE 129 Full Episode with Keith Gillispie: What Does It Really Take to Build a Life of Success?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! Host Shelon “Hutch the Marine Investor” Hutchinson interviews Marine veteran and real estate investor Keith Gillispie about building a business that can run without the owner. Gillispie shares his mantra “keep the most important thing the most important thing,” rejects the idea of static work-life balance, and explains how he used a one-hour lunch break in Hawaii—hotspot, headphones, 50–55 minutes of seller calls, protein-shake lunch—to lock up 10 contracts in six months, leading to REI Automated and SOP-driven delegation with virtual assistants worldwide. He discusses virtual investing across 34 states, what should and shouldn’t be automated, and how to choose creative-finance tools by evaluating seller needs, business needs, personal needs, market cycle, and highest-and-best use. He outlines an education-first private-capital process learned from a $1.135M Diamond Head deal, using third-party validation and a one-sheet/Google Drive package. Gillispie cites Ray Dalio’s Principles and Gino Wickman’s Traction (EOS) as pivotal, recommends daily walks, regrets not holding assets earlier, and defines success as meaningful impact and leading people to God, sharing contact info and REI Automated details. 00:00 Show Kickoff 00:22 Meet Keith Gillespie 02:09 Core Mantra Priorities 03:40 Work Life Balance Myth 06:42 Lunch Break Blueprint 07:59 Time Zone Constraints 10:52 Car Calls System 12:46 Virtual Investing Systems 14:12 Automation Vs Human Touch 15:13 SOPs And Virtual Assistants 17:56 Creative Financing Tools 19:32 Five Lever Deal Key 23:28 Education First Capital 24:47 Diamond Head Case Study 26:07 Killer Deal Breakdown 27:14 Mentor Ultimatum Funding 29:04 Golden Rule Scarcity 31:17 One Sheet Proof Pack 34:40 Pitch Without Asking 35:40 Network Resourcefulness 39:32 Focus Round Recharge 41:35 Books That Changed Everything 45:57 Rapid Fire Lessons 47:14 Defining Real Success 52:13 Where To Find Keith 53:18 Final Thanks Sign Off *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

July 31, 2026Episode 1291 min

MFREE 129 Trailer # 5 with Keith Gillispie: What Changes the Balance of a Negotiation?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! In this part of the podcast, Hutch and Keith explore a business lesson that completely changed the way Keith viewed money, opportunity, and negotiation. Most people assume capital is the most valuable piece of any transaction. But what happens when the opportunity itself is far more difficult to find? 💰🏠 Through a simple example about scarcity, Keith explains why value can shift depending on what is available, what is needed, and who recognizes the opportunity first. This mindset can influence how investors approach negotiations, partnerships, and the deals placed in front of them. Sometimes, the greatest leverage is not having the money. It is understanding what everyone else is searching for. 🎯 Watch the clip to hear the business version of the golden rule and the lesson that changed Keith’s perspective. #RealEstateInvesting #InvestorMindset #BusinessStrategy #Entrepreneurship *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

July 30, 2026Episode 1291 min

MFREE 129 Trailer # 4 with Keith Gillispie: What Really Unlocks the Right Real Estate Deal?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! In this part of the conversation, Keith breaks down the decision-making framework he uses before choosing what to do with a property. A deal is not decided by one number alone. The seller’s situation, the needs of the business, personal priorities, market conditions, and the property’s potential all influence the final decision. 🏠📊 The key is knowing how those factors work together. Sometimes the right move is to sell. Sometimes it is to hold. Other times, the opportunity may be hidden in how the property can be improved or repositioned. Strong investors do not force every property into the same strategy. They study the full picture, identify the available levers, and make the decision that fits the moment. 🎯 Watch the clip to hear the five-part combination Keith uses to evaluate and unlock a deal. #RealEstateInvesting #InvestorMindset #PropertyInvesting #BusinessStrategy *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

July 29, 2026Episode 1291 min

MFREE 129 Trailer # 3 with Keith Gillispie: How Do You Create Opportunity Inside a Busy Life?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! In this part of the podcast, Hutch and Keith unpack what it really looks like to pursue a new future while serving on active duty, traveling overseas, and trying to remain present for your family. There was no perfect schedule. Mornings were already spoken for. Evenings came too late. Sleep was disappearing, and the pressure was becoming unsustainable. 🌍💭 The turning point came when Keith stopped searching for more time and started protecting the small window he still had. What followed was not glamorous. It required sacrifice, consistency, and a reason strong enough to keep going when the schedule said it was impossible. 🎯 Sometimes progress does not come from having more hours. It comes from becoming more intentional with the hours already available. How much could change if you protected one focused hour every day? #LeadershipMindset #MilitaryVeterans #RealEstateInvesting #Entrepreneurship *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor

July 28, 2026Episode 1291 min

MFREE 129 Trailer # 2 with Keith Gillispie: How Do You Stay Grounded While Building More?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! In the Focus Round, Hutch puts Keith Gillespie on the spot with a series of questions about business, leadership, communication, investing, and life. Keith shares how he resets before carrying the weight of leadership, the lessons that helped him stop operating without direction, and the real estate decision he wishes he had made much earlier. 📚🏠 But the conversation goes deeper when Hutch asks what success truly looks like. Is it freedom, financial growth, more ownership, or the impact you leave on the people around you? Keith’s answer reveals what matters to him after years of building businesses, leading others, and raising a family. 🙏🏽💭 Watch the Focus Round and ask yourself: What would success look like if your life had to mean something beyond you? #LeadershipMindset #RealEstateInvesting #PersonalDevelopment #Entrepreneurship *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Thank you to all of our listeners!!! We would love to hear from you!!! Email me at: hutch@hsquaredcapital.com *=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=*=* Visit our website to find out more: www.hsquaredcapital.com Join our Facebook Group: The Multifamily Real Estate Experiment Follow us on Instagram: @hutchthemarineinvestor