The Whole Enchilada of Real Estate Investing

In this episode, Lou Brown sits down with Jessie Dillon to explore how she transitioned from salon ownership to building a 50+ unit real estate portfolio in just a few years. Jessie shares how partnerships, long-distance investing, and disciplined systems helped her overcome capital constraints, scale into multifamily assets, and pursue early retirement through strategic value-add opportunities.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Jessie Dillon – Real Estate Investor & Multifamily Operator

⭐ Guest Bio

Jessie Dillon is a Massachusetts-based entrepreneur, real estate investor, and mentor who has quickly built an impressive rental portfolio since beginning her investing journey in 2021. She now manages 50 residential units, with investments spanning Massachusetts, New Hampshire, and Illinois. Specializing in value-add multifamily projects, creative financing, and off-market acquisitions, Jessie also brings experience in both short- and mid-term rentals. Her expertise has been featured in two BiggerPockets books, and she co-hosts the beginner cohort in the WIIRE Community while running workshops on buying your first rental property through local chambers of commerce, the SBA, and community education programs.

💡 Key Topics Covered

✔️ Scaling quickly through partnerships

✔️ Long-distance multifamily investing

✔️ Value-add deal execution

✔️ Capital raising strategies

✔️ Building systems for growth

📇 Connect with Jessie Dillon:

🌐 Website → https://linktr.ee/jessiedillon_

📱 Instagram → https://instagram.com/jessiedillon_

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

In this episode, Lou Brown sits down with assisted living investor Brett Chotkevys to explore how purpose-driven real estate can generate strong cash flow while making a meaningful impact. Brett shares his journey from house flipping to building and operating assisted living “mansions,” breaking down the business model, numbers, and mindset required to succeed in memory care and end-of-life housing.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Brett Chotkevys – Founder, Assisted Living Mansion

⭐ Guest Bio

Brett Chotkevys is the CEO and co-founder of Assisted Living Mansion, based in Georgetown, Texas. With a background in real estate investing since 2014, he has flipped over 200 properties and now focuses on developing luxury assisted living homes. Brett is known for helping aspiring entrepreneurs co-invest and succeed in the senior care industry, combining business growth with compassionate service.

💡 Key Topics Covered

✔️ Assisted living as a real estate business

✔️ Memory care revenue potential

✔️ New construction vs. home conversion

✔️ SBA funding for assisted living projects

✔️ Staffing and operational models

✔️ Building impact-driven real estate

💼 Connect with Brett Chotkevys:

🌎 Website → https://assistedlivingmansion.com/

📘 Facebook → https://www.facebook.com/brett.chotkevys

📷 Instagram → https://www.instagram.com/brettchotkevys/

🔗 LinkedIn → https://www.linkedin.com/in/brett-chotkevys-13a217293/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

Host Lou Brown sits down with multifamily investor Lauren Rogers to explore how she transitioned from a tech career at Amazon Web Services into real estate. Lauren shares the strategy behind scaling Veritas Equity Partners, the value of partnering with experienced operators, navigating Washington’s rent control landscape, and why stable economies like Seattle offer long-term opportunity. A practical, insightful conversation for anyone looking to break into multifamily investing.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Lauren Rogers – Cofounder, Veritas Equity Partners

⭐ Guest Bio:Lauren Rogers, based in Bellevue, Washington, transitioned from a successful career in partner management, sales, and marketing at global tech firms to co-found the multifamily real estate investment firm Veritas Equity Partners in the Pacific Northwest, where she leads investor relations and acquisitions. A Bellevue native with an MBA from Seattle Pacific University, she brings her expertise in building high-impact partnerships—skills she honed in tech—into structuring value-add workforce housing investments and educating investors. Over the past decade, both Lauren and her partner and husband, Alex Burch—who’s been acquiring multifamily properties since around 2010 and oversees capital structure and strategy—have grown Veritas from a lean startup to managing over $50 million in assets across Washington state, driven by their combined strengths, iterative systems, and shared vision.

💡 Key Topics Covered

✔️ Making the leap from tech to real estate

✔️ Why mid-market multifamily is a strong niche

✔️ Operating under Washington rent control

✔️ Using AI tools to optimize deals

✔️ Entering real estate through partnerships

✔️ Long-term fundamentals of the Seattle market

📇 Connect with Lauren Rogers:

🌐 Website → https://veritasequitypartners.com/

🔗 LinkedIn → https://www.linkedin.com/in/laurenrogersveritas/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

Host Lou Brown sits down with investor Glen Sutherland to explore how Canadians—and anyone—can successfully invest long-distance in U.S. real estate. Glen shares his path from Ontario landlord to multi-state investor, the systems he built to scale, and strategies for navigating lending, taxes, seller finance, property management, and cross-border investing. A packed episode full of actionable insights for new and seasoned investors.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Glen Sutherland – Real Estate Investor & Host of “Canadian Investing in the U.S.”

⭐ Guest BioGlen Sutherland is a Canadian real-estate investor and host of the podcast/YouTube channel A Canadian Investing in the USA. Based in Cambridge, Ontario, he began investing in Canadian rental real estate before expanding into U.S. markets where he found lower entry costs, landlord-friendly laws, and favourable tax structures. Glen now invests in U.S. single-family homes and turn-key rental properties, and uses his cross-border experience to advise other Canadian investors navigating U.S. real estate.

💡 Key Topics Covered

✔️ Investing in U.S. real estate from another country

✔️ Lending options for foreign investors

✔️ Long-distance construction & contractor systems

✔️ Seller finance, DSCR lending & private money

✔️ Cross-border tax structure & compliance

✔️ Building teams & systems in multiple states

📇 Connect with Glen:

🌐 Website → https://www.glensutherland.com/

📘 Facebook → https://www.facebook.com/groups/canadianinvestingintheusa

📷 Instagram → https://www.instagram.com/glenksutherland

🔗 LinkedIn → https://www.linkedin.com/in/glen-sutherland/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

In this episode, host Lou Brown sits down with seasoned investor Jeremy Beland to unpack his journey from starting over at age 40 to completing nearly 500 off-market deals and generating $12M in gross profits. Jeremy shares how mentorship, consistent marketing, and strategic follow-up built his success—and why versatility, persistence, and creative deal structures matter in every market cycle.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Jeremy Beland – Real Estate Investor, Coach & Founder of REI Freedom

⭐ Guest Bio

Jeremy Beland is a respected real estate investor, coach, and speaker who has completed nearly 500 off-market deals through wholesaling, flipping, and rental acquisitions. A former high-rise window cleaner turned Air Force veteran, Jeremy rebuilt his life through real estate after losing everything in the recession.

Today, Jeremy runs two seven-figure investment firms and leads the REI Freedom Coaching Program, where he teaches aspiring investors how to build massive buyers lists, master dispositions, and scale consistent deal flow. He has been featured on major real estate podcasts, industry stages, and investor conferences nationwide.

💡 Key Topics Covered

✔️ How Jeremy built his investing business from scratch

✔️ Why marketing is the lifeblood of any real estate operation

✔️ The follow-up systems that close more deals

✔️ Navigating market shifts and protecting your profits

✔️ Lessons from Jeremy’s best and toughest transactions

📇 Connect with Jeremy Beland:

📷 Instagram → https://www.instagram.com/jeremybeland_/

📘 Facebook → https://www.facebook.com/jeremy.beland.1/

🔗 LinkedIn → https://www.linkedin.com/in/jeremybeland/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

In this episode, host Lou Brown sits down with Michael Abraham, a licensed architect turned real estate investor and agent. Michael shares his journey from renovating duplexes in Los Angeles to helping clients build wealth through strategic buying, workforce housing solutions, and long-term planning. His insights on affordability, market trends, and creative paths to homeownership offer valuable lessons for buyers and investors alike.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Michael Abraham – Real Estate Agent, Investor & Licensed Architect

⭐ Guest Bio

Michael Abraham is a seasoned real estate professional and partner at AMRE Real Estate Group in Los Angeles, specializing in residential and multifamily investment properties. With over 20 years of combined experience, his team provides white-glove service, offering strategic advisory services and handling every transaction with thoroughness, discernment, and professionalism.

💡 Key Topics Covered

✔️ How workforce housing benefits communities

✔️ Smart strategies for buying in high-cost markets

✔️ Creative down-payment and financing options

✔️ Why long-term real estate planning wins

✔️ Navigating LA’s inventory and affordability challenges

📇 Connect with Michael Abraham:

📘 Facebook → https://www.facebook.com/michaelabraham.realtor

📷 Instagram → https://www.instagram.com/michaelabraham.realtor/

🌐 Website → https://amre.group/

🔗 LinkedIn → https://www.linkedin.com/in/michaelabraham-realtor/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

In this episode of The Whole Enchilada of Real Estate Investing, host Lou Brown talks with Connecticut-based broker and investor Robert Marucci. Robert shares how he built a thriving real estate business, the evolution from agent to investor, and why helping buyers who don’t fit the “banker’s box” can unlock huge opportunity. He also introduces his innovative Curb to Close system that helps sellers boost home value—with no money out of pocket.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Robert Marucci – Broker, Investor & Founder of Curb to Close

⭐ Guest Bio:

Robert Marucci a resident of Middlebury Connecticut is a well known real estate broker in the greater Waterbury area. He graduated from the University of Connecticut with a degree in economics. As a young real estate broker he has developed a fresh approach to the real estate industry. He specializes in investment properties, but also has experience finding clients their perfect home or selling their piece of real estate. In the past five years Robert has built a network of professionals that can guide his clients throughout the buying or selling process.

💡 Key Topics Covered:

✔️ From agent to broker to investor

✔️ Helping buyers who don’t fit traditional bank criteria

✔️ Maximizing returns with short-term rentals

✔️ Preparing homes for sale the Curb to Close way

✔️ Where the market is headed for 2025 investors

📇 Connect with Robert Marucci:

📘 Facebook → https://www.facebook.com/betterlivingrealestate

🔗 LinkedIn → https://www.linkedin.com/in/robert-marucci-rob-91408a2b/

🌐 Website  → https://www.betterlivingrealtyllc.com/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

#LouBrown #RobertMarucci #RealEstateInvesting #TheWholeEnchiladaPodcast #CurbToClose #PropertyInvesting #AffordableHousing #IconsOfRealEstate

In this episode of The Whole Enchilada of Real Estate Investing, host Lou Brown sits down with Houston-based realtor, lender, and investor Scotty Gifford. Scotty shares his inspiring journey from corporate life to real estate entrepreneurship, how he and his wife built The Gifford Group, and why serving others drives their mission. He opens up about helping families through divorce, creating tools for clients, and building wealth through smart investing.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Scotty Gifford – Realtor, Loan Officer & Real Estate Investor

⭐ Guest Bio:

Scotty Gifford is a Realtor and Mortgage Loan Officer who combines expertise in both real estate and home financing to deliver a seamless, full-service experience. As the co-founder of The Gifford Group and a licensed professional with Supreme Lending, he provides strategic, relationship-driven guidance that helps clients buy, sell, and finance with confidence.

💡 Key Topics Covered:

✔️ Transitioning from corporate life to real estate

✔️ How to educate and empower first-time homebuyers

✔️ Lessons learned from investing wins and losses

✔️ Balancing entrepreneurship with family life

✔️ Faith, service, and mindset in real estate success

📇 Connect with Scotty Gifford:

🌐 Website → https://www.thegiffordgroup.net/

📺 YouTube → https://www.youtube.com/@thegiffordgroup

🔗 LinkedIn → https://www.linkedin.com/in/scotty-gifford-thegiffordgroup/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

In this episode of The Whole Enchilada of Real Estate Investing, host Lou Brown sits down with Terry Kerr and Matthew VanHorn, the powerhouse duo behind Mid South Home Buyers. They share how they built one of the nation’s top turnkey real estate companies—renovating and managing thousands of homes across Memphis and Little Rock. Discover their secrets to scaling sustainably, providing exceptional service to investors, and creating win-win relationships that stand the test of time.

🎧 Hosted by: Lou Brown

👤 Guests:

🖋 Terry Kerr & Matthew VanHorn – Mid South Home Buyers

⭐ Guests Bio:Terry Kerr, Founder & CEO of Mid South Homebuyers, has spent over two decades transforming distressed houses into high-quality turnkey rental properties. Since 2001, he has renovated and sold 5,500+ homes in Memphis and Little Rock, delivering strong price-to-rent ratios and reliable passive income for investors worldwide. With 4.5 million sq ft of renovated real estate, Terry leads a dedicated team focused on service and value.

💡 Key Topics Covered:

✔️ How to scale a turnkey business model

✔️ The importance of systems and team culture

✔️ Long-term strategies for investor success

✔️ Why community relationships drive sustainability

📇 Connect with Terry Kerr & Matthew VanHorn:

🌐 Website → https://midsouthhomebuyers.com

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/

In this episode of The Whole Enchilada of Real Estate Investing, host Lou Brown talks with Dave Holman, an investor and developer from Maine who’s built a diverse portfolio focused on sustainability, profitability, and purpose. Dave shares his journey from starting with zero properties to managing over 360 units, combining historic rehabs, green construction, and syndications. They explore team building, doing good while doing well, and creative strategies for growing wealth through smart, values-driven investing.

🎧 Hosted by: Lou Brown

👤 Guest:🖋 Dave Holman – Real Estate Investor, Developer, and Syndicator

⭐ Guest Bio:Dave Holman is a real estate investor, broker, and co-owner of 94 rental units in Southern Maine. With nearly a decade of experience, he focuses on improving communities through sustainable investing, property management, syndications, and energy-efficient development. Before entering real estate, Dave co-founded a multilingual retail chain in Bolivia aimed at environmental and social impact. He is also the author of three books—Youth Renewing the Countryside, Coffee Smuggler, and Cyber Fire—and continues to work with investors, residents, and contractors to create housing solutions that benefit both people and the planet.

💡 Key Topics Covered:

✔️ Real estate as a tool for doing good

✔️ Team building & leadership lessons

✔️ Profitability through energy-efficient upgrades

✔️ Finding great deals through relationships

✔️ Long-term wealth with buy-and-hold strategy

📇 Connect with Dave Holman:

🌐 Website → http://www.holmanhomes.com/

🔗 LinkedIn → https://www.linkedin.com/in/dave-holman-mba-7254a513/

🎙 Follow Lou Brown – The Whole Enchilada of Real Estate Investing:

📘 Facebook → https://www.facebook.com/StreetSmartInvestor

📷 Instagram → https://www.instagram.com/loubrown4860

🔗 LinkedIn → linkedin.com/in/lou-brown-5445545

📺 YouTube → https://www.youtube.com/@StreetSmartInvestor

🔖 Don’t Forget to LIKE 👍, SUBSCRIBE 🔔 & COMMENT 💬 Below!

💎 Produced by Icons of Real Estate – https://iconsofrealestate.com/