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PODCAST

RealDealChat / Lessons from Real Estate Investors

RealDealCrew | Jack Hoss

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

education how to

All Episodes

30:34

Systems, Scale & Freedom: Fuquan Bilal on Raising...

RealDealChat / Lessons from Real Estate Investors ·

2025/11/04

Fuquan Bilal shares how he scaled NNG Capital Fund, raised $50M, and built systems, teams, and mindset to create freedom through real estate investing.In this episode of RealDealChat, Jack Hoss sits down with Fuquan Bilal, founder of NNG Capital Fund, to discuss how he built a $50M+ portfolio through multifamily, affordable housing, and luxury new construction—powered by systems, people, and purpose.Fuquan explains how he started from nothing, burned his bridges to corporate life, and learned the

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31:30

Real Estate Legal Traps & Investor Protection |...

RealDealChat / Lessons from Real Estate Investors ·

2025/11/01

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 legal pitfalls investors face — and how to avoid them before it’s too late.Santiago shares lessons from his high-stakes legal career, stories of bad

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31:26

Turning Rooftops into Revenue | Dave Riess on...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/30

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 and protect against rising electricity costs using rooftop solar.Dave shares his journey from electrical engineer to energy entrepreneur and breaks down why

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09:10

RealDealCast: Why I’m Rebuilding My Real Estate...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/29

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/Hco058Q4GY4In 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 automation.After seeing a drop in search rankings, Jack realized that traditional SEO and cookie-cutter real estate sites no longer work. Instead, he’s

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25:41

Mastering Negotiation in Real Estate & Life | Robin...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/28

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 business, relationships, and life.Robin shares insights from her decades in high-end real estate and reveals how emotional intelligence, observation, and

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26:31

Building Wealth with Flex Space & Land Development |...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/25

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 space projects across Texas.Alec breaks down the math behind wealth-building through real estate, why flex space is booming, and how to find undervalued

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33:22

35 Years in Real Estate: Debbi DiMaggio on Mindset,...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/23

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 that built her 35-year career.Debbi reveals how she launched a brokerage during the 2009 recession, built lasting client relationships through

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08:32

RealDealCast: Comparing Vibe Coding Tools: Which AI...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/22

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 platform the same prompt and compares the output, layout, and usability when creating a simple real estate funnel page. You’ll discover which AI coding tools

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32:21

HOA Horror Stories & Homeowner Rights Explained |...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/21

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 every real estate investor and homeowner needs to know about HOA law.Luke shares how he became one of the nation’s leading voices for homeowner rights, the

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41:58

From Wholesaling Inc. to Joe Homebuyer | Cody Hofhine...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/18

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 time freedom — not just financial success.Cody breaks down how leadership, mindset, and systems are the real multipliers in real estate. He reveals how he

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31:18

Bookkeeping for Real Estate Investors: Avoid Costly...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/16

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 make smarter decisions using clean, actionable financials.Max started as a real estate investor and Marine Corps officer, scaled to 25 units, and then built a

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29:59

Global Investing 101: Real Estate, Citizenship &...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/14

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 to global diversification, second citizenship, and long-term financial freedom.Ladislas shares his journey from Nestlé executive in Africa to full-time

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42:03

From Real Estate to Franchising: Kim Daly on Building...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/11

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 franchising to diversify their portfolios and create predictable, scalable income streams.Kim breaks down the “semi-active investor” model, explains why

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33:08

Cost Segregation for Real Estate Investors | Save...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/09

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 of CostSegregation.com — to uncover how investors use cost segregation studies to maximize deductions, reduce taxable income, and boost passive income

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38:13

CPA Reveals Top Tax Mistakes Real Estate Investors...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/07

George Dimov, CPA, shares the biggest tax mistakes real estate investors make, why proactive planning matters, and how to build smarter portfolios.In this episode of RealDealChat, Jack sits down with George Dimov, CPA and founder of DimovTax.com, to discuss proactive tax planning, common mistakes investors make, and why accounting + real estate go hand in hand.George shares his journey from immigrant beginnings to building a tax practice that serves thousands of clients nationwide. He explains why

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42:51

From $50K to $5.5M: Katie Kim on Creative Development...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/04

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 multimillion-dollar development projects.Katie reveals how she turned a $50K bakery investment into a $5.5M project, why scars and setbacks led her to get

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30:22

Breaking Bad House & 400+ Homes Sold | David...

RealDealChat / Lessons from Real Estate Investors ·

2025/10/02

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 Titanic research dives, to becoming a nationally recognized luxury real estate agent.David opens up about his path through addiction and recovery, and how

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39:31

From Fourplex to Boutique Hotels: Gideon Spencer’s...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/30

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 to multi-million-dollar boutique hotels in just two years.Gideon shares his origin story in tech, the family health crisis that fueled his drive for

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13:09

RealDealCast: Claude Sonnet 4.5: What Real Estate...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/29

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 improved coding, automation, and Chrome extensions, this update is a game-changer. Jack explains how these tools compare to ChatGPT and Gemini, and more

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39:35

From BRRRRs to 1,000+ Units Managed: Mark Ainley’s...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/27

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.Mark shares how he transitioned from house hacking and BRRRR deals to running one of Chicago’s largest property management firms. He explains why property

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