Real Talk with REsimpli Podcast

Sharad Mehta
  • 5.0 (1)
  • Investing
  • Updated Weekly

Real Talk with REsimpli is a no-fluff podcast where we sit down with some of the best, most relevant, and most active real estate investors in the game. We dive into the nitty-gritty of building real businesses from acquisitions and dispositions to systems, current events, leadership, scaling, and break down exactly what’s working right now. Hosts Don Carlson and Chenay Jordan pack every episode with real conversations and actionable takeaways you can apply immediately to close more deals, run a tighter operation, and ultimately make more money in your real estate investing business.

  1. 3d ago

    How Sam Primm Built a $45M Portfolio Without Using His Own Money | EP 36

    In this episode of Real Talk with REsimpli, Chenay Jordan and Don Carlson sit down with Sam Primm, founder of Faster Freedom, to talk about the deals, relationships, and hard-earned lessons behind his $45 million real estate portfolio. Sam explains why rentals helped him build long-term wealth but didn’t generate enough cash flow to replace his paycheck. He shares how adding flips and wholesale deals changed the equation, why some of his best opportunities come from relationships instead of paid marketing, and how everyday people can become private lenders. In this episode, we get into: Why 30 rentals still weren’t enough for Sam to leave his W-2 Using flips and wholesale deals to create active income Finding “stuck” properties without waiting for a market crash Why Sam still prefers single-family rentals over larger multifamily deals How his team bought 91 houses through real estate agents in one year Treating agents, wholesalers, and other connections like a real lead pipeline Finding private lenders among people you already know Protecting lenders with conservative numbers, collateral, and multiple exit strategies What went wrong when his team bought $15 million in real estate too quickly The Branson motel that turned into a roughly $20,000-a-month lesson Sam also explains why freedom is about more than owning hundreds of properties. It means building the income, assets, and systems that give you more control over your time. Plus, we get a private-jet-fueled motel story, an unexpected Cam Cathcart roast, a puppy named Faster Freedom Frank, and Sam’s foolproof parenting advice: serve the mini pancakes and back away slowly. Now a bit about REsimpli: REsimpli is an intuitive, all-in-one real estate software built for real estate investors, requiring little to no customization so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more, all built within REsimpli. Try REsimpli free for the first 14 days: Start your free trial Join our free Mastermind for Real Estate Wholesalers: Join the Facebook group Connect with like-minded investors and wholesalers across the US through our Facebook group and free weekly calls: Join the Mastermind Connect with REsimpli: Facebook | Instagram | LinkedIn | TikTok | YouTube Connect with Sam: Website | Own Your Freedom

    How Sam Primm Built a $45M Portfolio Without Using His Own Money | EP 36

  2. Sep 22

    Why a TV House Flipper Is Turning to Land-Home Packages ft Justin Stamper EP 35

    In this episode of Real Talk with REsimpli, Chenay Jordan and Don Carlson sit down with the Zombie House Flipping star, Justin Stamper, to talk courthouse hustles, the real cost of reality TV, and why manufactured homes have become his next big focus. Justin shares how his family’s foreclosure launched his real estate career, what a decade of flipping houses on camera actually looked like, and how he’s now helping investors create affordable housing through Heritage Housing Solutions. In this episode, we get into: How buying back his family’s home turned into a career buying and renovating properties What the cameras showed and who actually paid for those TV renovations Why he shifted his focus toward manufactured homes and land-home packages Finding opportunities in vacant lots and replacing older mobile homes Working backward from resale value to figure out whether a deal makes sense The permitting and project management lessons behind his first nine-month project Creating housing for veterans, teachers, and first responders while building a profitable business Why making money and enjoying your life don’t automatically happen together Plus, Justin joins us on the opening day of his second restaurant. Naturally, we get into restaurant chaos, expensive fryers, and some fighting words about birria tacos. The man has opinions you want to hear for yourself!  Now a little bit about REsimpli: REsimpli is an intuitive, all-in-one real estate software built for real estate investors, requiring little to no customization so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more, all built within REsimpli. Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- Facebook - https://www.facebook.com/REsimpli/ Instagram - https://www.instagram.com/resimpli LinkedIn- https://www.linkedin.com/company/resimpli TikTok - https://www.tiktok.com/@resimpli_official YouTube - https://www.youtube.com/@REsimpli  Connect with Justin:  Instagram - https://www.instagram.com/justinstamper/  Facebook - https://www.facebook.com/justinstamperZHF/

    Why a TV House Flipper Is Turning to Land-Home Packages ft Justin Stamper EP 35

  3. Sep 16

    Follow-Up Secrets to Closing More Deals ft Zach Cook EP 34

    In this episode of Real Talk with REsimpli, Chenay Jordan and Don Carlson sit down with Zach Cook of Myers House Buyers, to unpack how Zach, a former chemistry teacher, brought his coaching mindset into real estate and what is really helping his team turn more seller conversations into appointments. Zach shares how his team completed 56 deals last year and is on pace for 75 this year, along with the one change that helped cut seller appointment cancellations from 38% to 14%. In this episode, we get into: Why offering appointments within the next two days helped reduce cancellations How personal introductions and reminders motivate sellers to show up Building follow-up around the seller’s original reason for reaching out Why his team stopped double dialing.. and what they do instead How separating transaction coordination from dispositions helped prevent burnout Why coaching, patience, and clear processes matter when building a team Getting more from the leads you’ve already paid for Plus, Zach shares how getting run over by a truck didn’t stop him from making his first date with his future wife! Now a little bit about REsimpli: REsimpli is an intuitive, all-in-one real estate software built for real estate investors, requiring little to no customization so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more, all built within REsimpli. Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- Facebook - https://www.facebook.com/REsimpli/ Instagram - https://www.instagram.com/resimpli LinkedIn- https://www.linkedin.com/company/resimpli TikTok - https://www.tiktok.com/@resimpli_official YouTube - https://www.youtube.com/@REsimpli  Connect with Zach:  Facebook - https://www.facebook.com/zcookrealestate706/

    Follow-Up Secrets to Closing More Deals ft Zach Cook EP 34

  4. Aug 18

    From Online Poker to 250 Real Estate Deals ft Chip Ferguson EP 33

    In this episode of Real Talk with REsimpli, Chenay Jordan and Don Carlson sit down with Chip Ferguson, owner of Smooth Closing, to unpack how nearly a decade as a high-volume online poker player shaped the way he thinks about probability, emotional control, risk, data, and decision-making in real estate. Chip shares how he went from doing virtually everything himself to building an 11-person operation that has closed around 250 deals since the beginning of 2023. In this episode, we get into: - How poker taught Chip to stay calm when outcomes don’t go his way - The mistakes he made on his first real estate investment - Why he waited nine years before making his first hire - How hitting the same 36-deal ceiling two years in a row forced him to change - Why your first hire should depend on what you’re actually bad at - Building trust and negotiating with motivated sellers - When Chip chooses to wholesale vs. wholetail a property - How his team tackles complicated title and ownership problems other investors may walk away from - Why he relies heavily on data instead of trying to predict the housing market - The new-build deal that taught him a painful lesson about market predictions - Why doing what you’re best at can be a bigger advantage than chasing every real estate strategy - The mindset behind Chip’s 8+ year streak of working out every single day REsimpli is an intuitive, all-in-one real estate software built for real estate investors that require little to no customization, so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close on more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more all built within REsimpli. Get 50% off your first month. Sign up here - https://bit.ly/4ef8ddJ Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- fb- https://www.facebook.com/REsimpli/ ig- https://www.instagram.com/resimpli in- https://www.linkedin.com/company/resimpli tt- https://www.tiktok.com/@resimpli_official yt- https://www.youtube.com/@REsimpli Connect with Chip: Instagram: https://www.instagram.com/thechipferguson/ Facebook: https://www.facebook.com/TheChipFerguson

    From Online Poker to 250 Real Estate Deals ft Chip Ferguson EP 33

  5. Aug 11

    He Quit His $28K Police Job After ONE $34K House Flip ft Jay London EP 32

    In this episode of Real Talk with REsimpli, Chenay Jordan and Don Carlson sit down with Oklahoma real estate investor and developer Jay London to unpack nearly 30 years of lessons from flipping houses, home building, bankruptcy, rebuilding, and eventually transitioning into commercial development. Jay shares the moment a single house flip changed the direction of his life, what going broke taught him about risk, and why one of his biggest regrets was selling nearly everything he built instead of keeping more income-producing assets. We also dive into: • Why diversification matters in every real estate cycle • The danger of chasing “shiny objects” and social media success • Why Jay believes investors should build wealth—not just chase big checks • How residential investors can begin moving into commercial real estate • Ground-up development, warehouses, multifamily, and small-bay flex space • How commercial properties are valued differently from residential real estate • The biggest risks of becoming overleveraged • Why mentorship can save investors from expensive mistakes • How to approach zoning, permitting, architects, engineers, attorneys, and development teams • Why you shouldn’t close on land before confirming what you can actually build • Why land development can be one of the slowest—but most lucrative—real estate strategies REsimpli is an intuitive, all-in-one real estate software built for real estate investors that require little to no customization, so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close on more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more all built within REsimpli. Get 50% off your first month. Sign up here - https://bit.ly/4ef8ddJ Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- fb- https://www.facebook.com/REsimpli/ ig- https://www.instagram.com/resimpli in- https://www.linkedin.com/company/resimpli tt- https://www.tiktok.com/@resimpli_official yt- https://www.youtube.com/@REsimpli Connect with Jay: Email: jaylondonhomes@gmail.com Facebook: https://www.facebook.com/jaylondonoklahoma LinkedIn: https://www.linkedin.com/in/jaylondonhomes/ Phone Number: 405.443.8608 #RealEstateInvesting #CommercialRealEstate #RealEstateDevelopment #HouseFlipping #RealEstateInvestor #LandDevelopment #REsimpli

    He Quit His $28K Police Job After ONE $34K House Flip ft Jay London EP 32

  6. Aug 5

    Left a Six-Figure Job and Closed 61 Real Estate Deals ft Jacob Matlock EP 31

    In this episode of Real Talk with REsimpli, Don Carlson and Chenay Jordan sit down with Jacob Matlock, founder of Pillar Home Buyers, to discuss how he went from working as a refinery inspector to becoming a full-time real estate investor. Jacob shares how extreme action, the right community and consistent execution helped him grow from complete beginner to 61 deals last year, with the business now tracking toward 80. In this conversation, you’ll learn: • Why Jacob left his six-figure job after only one year in real estate • How he grew by solving constraints in the right order: leads, processes and people • Why he is expanding beyond wholesaling into flips and rentals • The hiring mistakes that changed how he evaluates and manages employees • How his team approaches speed to lead, qualification and intentional follow-up • Why appointment set-to-attended rate is one of the most overlooked sales KPIs • How he uses AI to transcribe, score and analyze sales calls • Why genuine conversations and helping homeowners matter more than sales tactics REsimpli is an intuitive, all-in-one real estate software built for real estate investors that require little to no customization, so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close on more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more all built within REsimpli. Get 50% off your first month. Sign up here - https://bit.ly/4ef8ddJ Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- fb- https://www.facebook.com/REsimpli/ ig- https://www.instagram.com/resimpli in- https://www.linkedin.com/company/resimpli tt- https://www.tiktok.com/@resimpli_official yt- https://www.youtube.com/@REsimpli Connect with Jacob: - Email: jacobm@pillarhomebuyers.com - Website: https://www.pillarhomebuyers.com/ - Instagram: https://www.instagram.com/jacobisamatlock/

    Left a Six-Figure Job and Closed 61 Real Estate Deals ft Jacob Matlock EP 31

  7. Jul 28

    From Sleeping in His Car to Building a 7-Figure Company ft Esteban Andrade EP 30

    In this episode of Real Talk with REsimpli, Don Carlson and Chenay Jordan sit down with Esteban Andrade, co-founder of Remote Latinos and founder of Hesel Media, to discuss real estate marketing, remote hiring, AI, leadership, and what it takes to build a business that can scale. Esteban shares his journey from moving from Colombia to Canada as a teenager and learning English through video games to sleeping in his car, driving Uber, and eventually building successful companies that help entrepreneurs generate leads and hire high-performing remote professionals. The conversation explores how real estate investors should choose between Google and Facebook advertising, why generic “cash offer” messaging is becoming less effective, and how targeting a seller’s specific situation can help investors stand out in competitive markets. Esteban also explains why business owners should stop treating every remote hire as a general virtual assistant. Instead, investors should hire specialists for roles such as lead management, appointment setting, acquisitions, executive assistance, and client success—and give those professionals the AI tools they need to produce better results. You’ll learn: • When real estate investors should use Google Ads versus Facebook Ads • Why seller awareness affects lead quality and conversion time • How to create marketing offers that stand out from other investors • Why specialized remote professionals outperform generalist VAs • How AI can amplify employees instead of simply replacing them • The most in-demand remote roles for real estate investing businesses • How scorecards, KPIs, and performance improvement plans strengthen teams • Which leadership hires can unlock the next stage of business growth REsimpli is an intuitive, all-in-one real estate software built for real estate investors that require little to no customization, so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close on more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more all built within REsimpli. Get 50% off your first month. Sign up here - https://bit.ly/4ef8ddJ Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- fb- https://www.facebook.com/REsimpli/ ig- https://www.instagram.com/resimpli in- https://www.linkedin.com/company/resimpli tt- https://www.tiktok.com/@resimpli_official yt- https://www.youtube.com/@REsimpli Connect with Esteban: - Twitter: https://www.linkedin.com/in/estenick - Instagram: https://www.instagram.com/estenick/

    From Sleeping in His Car to Building a 7-Figure Company ft Esteban Andrade EP 30

  8. Jul 21

    From Broke to 100 Real Estate Deals in 18 Months ft Tom Krol EP 29

    In this episode of Real Talk with REsimpli, Don Carlson and Chenay Jordan sit down with Tom Krol, founder of Coaching Inc. and the entrepreneur behind Wholesaling Inc., to discuss real estate investing, coaching, relationships, wealth, and what it takes to build a successful business without sacrificing the rest of your life. Tom shares how he went from being broke and getting fired from seven jobs to completing 100 real estate deals in his first 18 months. He explains why having a mentor, eliminating distractions, and taking massive imperfect action helped him break through when others remained stuck in preparation mode. The conversation also explores why relationships are often the biggest drivers of business growth, how to distinguish success from wealth, and why an entrepreneur’s ability to handle pressure can determine how far they go. Tom also shares practical lessons for choosing the right coach, helping students overcome doubt and disappointment, building a coaching business around one clear offer, and creating a community where people feel recognized and supported. You’ll learn: - How Tom completed 100 real estate deals in 18 months - Why preparation can become a form of procrastination - The three biggest reasons real estate students fail - How mentors and relationships accelerate business growth - Why handling pressure is critical for entrepreneurs - What to look for when choosing a real estate coach - How coaches can build value, volume, and community - Why making money and keeping money require different skills - How in-person events can help grow a coaching business - The books Tom believes every entrepreneur should read REsimpli is an intuitive, all-in-one real estate software built for real estate investors that require little to no customization, so you can have your CRM up and running in minutes. REsimpli empowers your business with real-time data, allowing you to close on more deals while worrying less. Benefit from Calling, Texting, List Stacking, Driving 4 Dollars, and more all built within REsimpli. Get 50% off your first month. Sign up here - https://bit.ly/4ef8ddJ Join our free Mastermind for Real Estate Wholesalers: https://www.facebook.com/groups/wholesalersmastermind/ Try out REsimpli free for the first 14 days and see if you like it!  https://resimpli.com/action-yt/ Connect with like-minded investors and wholesalers across the US through our Facebook group and weekly calls for FREE: https://resimpli.com/join-mastermind/ Connect with REsimpli- fb- https://www.facebook.com/REsimpli/ ig- https://www.instagram.com/resimpli in- https://www.linkedin.com/company/resimpli tt- https://www.tiktok.com/@resimpli_official yt- https://www.youtube.com/@REsimpli Connect with Tom:  Find a current member or real estate coach in the group and ask them for an introduction to Coachin Inc.

    From Broke to 100 Real Estate Deals in 18 Months ft Tom Krol EP 29
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Real Talk with REsimpli is a no-fluff podcast where we sit down with some of the best, most relevant, and most active real estate investors in the game. We dive into the nitty-gritty of building real businesses from acquisitions and dispositions to systems, current events, leadership, scaling, and break down exactly what’s working right now. Hosts Don Carlson and Chenay Jordan pack every episode with real conversations and actionable takeaways you can apply immediately to close more deals, run a tighter operation, and ultimately make more money in your real estate investing business.

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