RealDealChat brings you unfiltered conversations with elite real estate investors who share their journey to success. Each episode delivers practical wisdom from industry leaders who openly discuss: • Proven strategies that are generating results in today's market • Honest reflections on mistakes and missteps they've encountered along the way • Actionable takeaways you can implement immediately to elevate your real estate portfolio Whether you're a seasoned investor or just starting out, our ...
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REI Mastermind Network | Real Estate Investing Podcasts
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Real Estate Legal Traps & Investor Protection | Santiago Cueto
31:30
31:30
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31:30
Attorney Santiago Cueto shares the biggest legal mistakes real estate investors make and how to protect yourself from fraud, bad partners, and hidden risks. In this episode of RealDealChat, Jack Hoss sits down with Santiago Cueto, Miami-based attorney, international law expert, and author of Winning Lawsuits in Florida, to discuss the most common l…
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Turning Rooftops into Revenue | Dave Riess on Commercial Solar Investing
31:26
31:26
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31:26
Dave Riess explains how commercial property owners can turn rooftops into revenue using WonderPower’s solar systems to increase NOI and hedge energy costs. In this episode of RealDealChat, Jack Hoss sits down with Dave Riess, CEO and co-founder of WonderPower (WunderPower.com), to discuss how commercial real estate owners can generate new income an…
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RealDealCast: Why I’m Rebuilding My Real Estate Websites from Scratch
9:10
9:10
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9:10
Jack Hoss reveals his new plan to rebuild his real estate websites using funnels, automation, and smarter SEO to save time and close more deals. YouTube Video at: https://youtu.be/Hco058Q4GY4 In this episode of RealDealCast, Jack Hoss breaks down his complete plan to rebuild and streamline his real estate web presence for better lead generation and…
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Mastering Negotiation in Real Estate & Life | Robin Kencel’s Proven Strategies
25:41
25:41
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25:41
Robin Kencel shares powerful negotiation strategies from her luxury real estate career, teaching how mindset, rhythm, and empathy drive better deals. In this episode of RealDealChat, Jack Hoss sits down with Robin Kencel, top Greenwich, CT real estate agent, ballroom dancer, and negotiation coach, to explore what it takes to master negotiation — in…
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Building Wealth with Flex Space & Land Development | Alec McElhhiny
26:31
26:31
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26:31
Alec McElhhiny shares how he scaled from house hacking a duplex to developing high-profit flex spaces through LandPlay.com and creative land deals. In this episode of RealDealChat, Jack Hoss sits down with Alec McElhhiny, founder of LandPlay.com, to discuss how he went from an actuary crunching numbers to a real estate developer building niche flex…
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35 Years in Real Estate: Debbi DiMaggio on Mindset, Authenticity & AI
33:22
33:22
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33:22
Debbi DiMaggio shares her 35-year real-estate journey, mindset strategies, and how AI & authenticity help agents and investors thrive in any market. In this episode of RealDealChat, Jack Hoss sits down with Debbi DiMaggio — luxury real-estate icon, author, speaker, and coach at CoachWithDebbi.com — to unpack the habits, mindset, and authenticity th…
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RealDealCast: Comparing Vibe Coding Tools: Which AI Builder Actually Works?
8:32
8:32
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8:32
Jack Hoss compares the top AI vibe coding tools—V0, Bolt, Replit, and Lovable—to find the fastest, easiest way to build real estate funnels. In this RealDealCast episode, Jack Hoss tests four of the most talked-about AI website-building platforms — V0, Bolt, Replit, and Lovable — to see which one actually delivers the best results. He gives each pl…
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HOA Horror Stories & Homeowner Rights Explained | Attorney Luke Carlson
32:21
32:21
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32:21
Attorney Luke Carlson explains how homeowners and investors can protect themselves from bad HOAs, understand their rights, and turn risk into opportunity. In this episode of RealDealChat, Jack Hoss sits down with Luke Carlson, founding attorney of LS Carlson Law and author of The Homeowner’s Guide to Defending Against Bad HOAs, to uncover what ever…
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From Wholesaling Inc. to Joe Homebuyer | Cody Hofhine on Scaling Real Estate
41:58
41:58
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41:58
Cody Hofhine shares how to build a 7-figure wholesaling business, lead better teams, and buy back your time through delegation, systems, and mindset. In this episode of RealDealChat, Jack sits down with Cody Hofhine, co-founder of Joe Homebuyer and former leader of Wholesaling Inc., to talk about how to grow a real estate business that gives you ti…
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Bookkeeping for Real Estate Investors: Avoid Costly Mistakes | Max Emory
31:18
31:18
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31:18
Max Emory shares how real estate investors can simplify bookkeeping, avoid IRS headaches, and create “decision-ready” financials to grow their profits. In this episode of RealDealChat, Jack Hoss sits down with Max Emory, founder of Time Capital Bookkeeping, to discuss how real estate investors can master their numbers, avoid tax-time chaos, and mak…
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Global Investing 101: Real Estate, Citizenship & Diversification | Ladislas Maurice
29:59
29:59
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29:59
Ladislas Maurice, “The Wandering Investor,” shares how to build global freedom through international real estate, second passports, and frontier markets. In this episode of RealDealChat, Jack sits down with Ladislas Maurice, founder of The Wandering Investor, to discuss the power of international investing and how real estate can become your ticket…
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From Real Estate to Franchising: Kim Daly on Building Scalable Wealth
42:03
42:03
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42:03
Franchise expert Kim Daly explains how real estate investors can build scalable, semi-active businesses that create wealth, freedom, and long-term cash flow. In this episode of RealDealChat, Jack sits down with Kim Daly, founder of The Daly Coach and one of the top franchise consultants in the U.S., to talk about how real estate investors can use f…
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Cost Segregation for Real Estate Investors | Save Thousands in Taxes with Gian Pazzia
33:08
33:08
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33:08
Learn how cost segregation helps real estate investors save thousands in taxes. In this video, Gian Pazzia of KBKG breaks down how bonus depreciation, 1031 exchanges, and other real estate tax strategies can accelerate your wealth-building plan. In this episode of RealDealChat, Jack Hoss interviews Gian Pazzia, CCSP and President of KBKG — creators…
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CPA Reveals Top Tax Mistakes Real Estate Investors Make | George Dimov
38:13
38:13
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38:13
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From $50K to $5.5M: Katie Kim on Creative Development & AI in Real Estate
42:51
42:51
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42:51
Katie Kim shares how she turned a $50K bakery investment into a $5.5M project, scaled her family business, and now teaches others to develop smarter. In this episode of RealDealChat, Jack sits down with Katie Kim, real estate developer, CCIM, and founder of The Kim Group, to talk about her journey from growing up in a construction family to leading…
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Breaking Bad House & 400+ Homes Sold | David Christensen’s Journey
30:22
30:22
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30:22
David Christensen shares how storytelling, mindset, and authenticity helped him sell 400+ homes, including the Breaking Bad house, and rebuild his life. In this episode of RealDealChat, Jack sits down with David Christensen (DavidChristensen.com) to discuss his extraordinary journey—from managing platinum-selling musicians and even working on Titan…
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From Fourplex to Boutique Hotels: Gideon Spencer’s $6M Playbook
39:31
39:31
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39:31
Gideon Spencer shares how he scaled from a cash-flowing fourplex to $6M in boutique hotels using automation, creative financing, and the mentor flywheel. In this episode of RealDealChat, Jack sits down with Gideon Spencer, real estate investor and founder of a new boutique hotel community, to discuss how he scaled from a fourplex short-term rental …
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RealDealCast: Claude Sonnet 4.5: What Real Estate Investors Need to Know
13:09
13:09
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13:09
Claude Sonnet 4.5 brings powerful AI agents, coding tools, and automation upgrades—here’s how real estate investors can use them to save time. In this episode of RealDealCast, Jack Hoss breaks down Anthropic’s release of Claude Sonnet 4.5 and what it means for real estate professionals. From AI agents that can run tasks for 30+ hours straight to im…
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From BRRRRs to 1,000+ Units Managed: Mark Ainley’s Journey
39:35
39:35
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39:35
Mark Ainley shares his journey from BRRRRs to running GC Realty, scaling property management in Chicago, and lessons from 20+ years in real estate. In this episode of RealDealChat, Jack sits down with Mark Ainley, co-founder of GC Realty & Development, co-host of Straight Up Chicago Investor Podcast, and long-time property manager and investor. Mar…
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Why “Passive Investors” Fail | Shawn Griffith on Risk, Homework & Multifamily
30:02
30:02
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30:02
Shawn Griffith of Kraft Capital explains why no investor should ever be passive, how to underwrite risk, and why multifamily is a long-term wealth game. In this episode of RealDealChat, Jack sits down with Shawn Griffith, managing partner at Kraft Capital Investments, to discuss the reality of multifamily investing, the dangers of being a “passive …
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RealDealCast: How I Use Google’s Nano Banana AI to Save Hours in Real Estate
9:19
9:19
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9:19
Discover time-saving AI tools and tech tips for real estate investors in this episode of RealDealCast. From enhancing thumbnails to generating professional headshots, Jack Hoss explores Google’s Nano Banana AI and other automation tools that can save investors valuable time. In this solo session, Jack shares real-world use cases—improving podcast t…
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How to Use Your IRA to Invest in Real Estate & Alternatives | Henry Yoshida
38:03
38:03
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38:03
Henry Yoshida of Rocket Dollar explains how to use IRAs for real estate, crypto, and private deals—unlocking $18T in retirement funds for alternatives. In this episode of RealDealChat, Jack sits down with Henry Yoshida, co-founder & CEO of Rocket Dollar (a subsidiary of Retired.com), to explore how investors can unlock the power of retirement accou…
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Unlock $250K in 0% Business Credit | Patrick Pychynski
37:18
37:18
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37:18
Patrick Pychynski reveals how to access $50K–$250K in 0% business credit, avoid high-interest traps, and become bankable for long-term success. In this episode of RealDealChat, Jack sits down with Patrick Pychynski, founder of StackingSuccess.com, to discuss how entrepreneurs and real estate investors can unlock business funding the right way. Patr…
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Property Management, Permits & Profits in Chicago | Michael Root
19:00
19:00
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19:00
Michael Root shares how he builds value in Chicago multifamily, streamlines property management, and uses in-house contracting to boost efficiency. In this episode of RealDealChat, Jack sits down with Michael Root, co-founder of Root Property Group (RootPG.com), to discuss property management, multifamily acquisitions, and why Chicago remains both …
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Investing Overseas & Expat Wealth Strategies | Mikkel Thorup
36:29
36:29
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36:29
Mikkel Thorup shares how he built an 8-figure global real estate portfolio, lives in 9 countries, and helps investors create offshore wealth strategies. In this episode of RealDealChat, Jack sits down with Mikkel Thorup, host of the Expat Money Show and founder of ExpatMoney.com Mikkel shares his inspiring journey from being labeled with a “learnin…
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