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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

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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29:27

Why “Passive Investors” Fail | Shawn Griffith on...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/25

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 investor,” and why risk management is the cornerstone of long-term success.Shawn shares his journey from his first LP deal that tripled investor money, to

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09:19

RealDealCast: How I Use Google’s Nano Banana AI to...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/25

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 thumbnails, designing hero banners, cleaning up headshots, and testing AI-generated graphics. You’ll see where AI shines, where it struggles, and how

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37:29

How to Use Your IRA to Invest in Real Estate &...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/23

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 accounts for real estate, crypto, and private investments.Henry shares his journey from financial advisor to wealth-tech entrepreneur, building platforms

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36:44

Unlock $250K in 0% Business Credit | Patrick Pychynski

RealDealChat / Lessons from Real Estate Investors ·

2025/09/20

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.Patrick shares his journey from the U.S. Marine Corps to building businesses, struggling with cash flow, and ultimately mastering the art of business credit. He

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18:26

Property Management, Permits & Profits in Chicago |...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/18

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 a challenging and rewarding market.Michael shares how his team handles everything from general contracting to property management in-house, which helps

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35:55

Investing Overseas & Expat Wealth Strategies | Mikkel...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/16

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.comMikkel shares his inspiring journey from being labeled with a “learning disability” and dropping out of school at 15, to traveling to 120+ countries, living in 9, and building an 8-figure international real estate portfolio.We

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35:08

From Hulu to Real Estate Success: Dedric & Krystal...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/13

Dedric & Krystal Polite share how they built a real estate empire, landed a Hulu TV show, and created a wealth education platform for new investors.In this episode of RealDealChat, Jack sits down with Dedric & Krystal Polite, stars of Hulu’s 50/50 Flip and founders of Polite Wealth Portal, to discuss their journey from 9–5 jobs to becoming respected real estate investors, educators, and TV personalities.The Polites share how social media led to their Hulu deal, why their motto is “doing good

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28:53

AI, Home Buying & Commission Rebates: Paul Cecil on...

RealDealChat / Lessons from Real Estate Investors ·

2025/09/11

Paul Cecil of ReAlpha shares how AI, commission rebates, and acquisitions are disrupting home buying—and what it means for buyers and investors.In this episode of RealDealChat, Jack sits down with Paul Cecil, President of ReAlpha (NASDAQ: AIRE), to discuss how his company is transforming real estate through AI and innovative business models.Paul explains how ReAlpha offers up to 80% of the buy-side commission back to buyers, why technology can make homes more affordable, and how acquisitions are

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