Tim Mai
HERO Capital Show
Thinking about investing in Real Estate to escape the rat race and own your freedom? In the "HERO Capital Show" we discuss all sides of the business, good and bad, the situations that investors don't talk about, and the mistakes that get people embarrassed. As you listen, you’ll learn the 5 most important aspects of Real Estate: how to find, analyze, structure, fund, and exit your Real Estate transactions. On this podcast, Tim Mai gives it to you straight.
Author
Tim Mai
Category
Podcast website
Latest episode
Jul 10, 2026
Where to listen?
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Episodes
EP 507- How Trevor Thompson Raised $12M in Private Capital and Helped Build a $200M+ Commercial Real Estate Portfolio. 10.07.2026 59:29
What does it take to go from spending 18 months chasing your first commercial real estate deal to raising more than $12 million in private capital and participating in over 40 syndications? In this episode, Trevor Thompson shares the lessons behind his seven-and-a-half-year journey from passive investor to active sponsor and Vice President of Investor Engagement at Massive Capital. Trevor reveal...
EP 506 - How Brian de Armas Leveraged Billions in Commercial Lending over 30+ Years 03.07.2026 43:41
You can't foreclose on an Indian casino — so how do you pull $20 million back out of one? In this episode of the HERO Capital Show, Logan sits down with Brian de Armas, CEO and founder of River Oaks Commercial Capital, a national private lending institution built for real estate investors who are tired of depository lenders cherry-picking only the best loans. Brian — the self-described "...
EP 505 - How Maureen Miles acquired over 3,500 multifamily units, raised $75M+from investors, and exited near the peak of the market. 26.06.2026 49:02
What separates investors who thrive through multiple market cycles from those who get left behind? In this episode, Maureen Miles shares the real-world lessons behind acquiring more than 3,500 multifamily units, raising over $75 million in private equity, and strategically exiting most of her portfolio near the height of the market. Drawing from decades of experience in construction, property man...
EP 504 - Discover how Evon Mattison & Wendy Yee built a 600-door portfolio valued at over $100M through 40+ years of real estate investing. 19.06.2026 48:34
What if building generational wealth wasn't about where you started—but about the decisions you make today? In this episode, Wendy Yee and Evon Mattison share how they grew from single-family investing into a multifamily portfolio of more than 600 doors valued at over $100 million. Drawing from over 40 years of combined real estate experience, they discuss their transition from LPs to GPs, t...
EP 503 - How Paul Williams acquired over $300M in real estate and scaled to nearly 2,000 multifamily units. 12.06.2026 43:53
What does it really take to scale from flipping houses to acquiring more than $300 million in real estate? In this episode, Paul Williams shares the lessons he learned after starting as a college student investor, building a trucking company, exiting that business, and going all-in on real estate. Paul breaks down his journey from single-family investing and high-volume house flipping to owning an...
EP 502 - How Sarah Sullivan raised over $450M in 7 years and acquired over $1B of real estate. 05.06.2026 55:43
What does it really take to raise more than $450 million and participate in over $1 billion of real estate acquisitions in just seven years? In this episode of "The Hero Capital Show", Sarah Sullivan shares the journey from climbing the corporate ladder in Silicon Valley to building Sugo Capital and creating a scalable capital-raising machine. Sarah reveals how partnerships accelerated h...
EP 501 - Discover how Frank Herman scaled to $100M+ in multifamily and student housing across 1,000+ doors, executing multiple full-cycle projects. 29.05.2026 45:11
What if the biggest mistake investors make is focusing on how to buy a deal instead of how to exit it? In this episode, Frank Herman shares how he and his partners scaled to over $100M in real estate assets , completed multiple full-cycle projects, and built a unique investment strategy around student housing and condo conversions. Frank explains how his journey from truck driver to real estate e...
EP 500 - Discover how Ali Nasir leverages 45+ years of Manufactured Housing Expertise across 10,000+ pads and institutional-scale portfolios valued in the billions. 22.05.2026 40:33
“What if the most resilient asset class in real estate has been hiding in plain sight for decades?” In this episode, Nasir Ali shares how his family leveraged over 45 years of manufactured housing expertise , spanning 10,000+ pads and institutional-scale portfolios valued in the billions, to transform underperforming communities into stable, high-yield, inflation-resistant assets. Ali breaks dow...
EP 499 - Discover how Carl Fischer & Matt Moore helped 1,500+ capital raisers tap into self-directed IRA capital for real estate syndications. 15.05.2026 51:13
“What if the biggest untapped source of capital for real estate syndications is already sitting inside retirement accounts?” Discover how Carl Fischer and Matt Moore break down how they’ve helped over 1,500+ capital raisers unlock self-directed IRA and qualified retirement capital for alternative investments. They explain why many successful sponsors raise 50–60% of their capital from retirement...
EP 498 - Discover how Colm McEvilly helped raise $62M+ across 24 deals totaling $230M+ in assets. 08.05.2026 37:39
“What if the key to raising capital in today’s market isn’t being louder—but being more human?” In this episode, Colm McEvilly breaks down how he helped raise over $62M across 24 deals totaling $230M+ in assets by focusing on trust, consistency, and value-driven relationships. After surviving a life-threatening heart failure at age 30, Colm shares how that experience reshaped his priorities and l...
EP 497 - Discover how Rob Rowsell went from homeless to a $100M+ real estate empire with 3,000+ units. 02.05.2026 51:40
“From homeless and unemployable… to building a 3,000+ unit real estate business, what changed?” In this powerful episode, Rob Rowsell shares the real story behind his transformation, breaking down the principles, decisions, and relationships that took him from rock bottom to scaling a $100M+ real estate portfolio. Rob walks through how he transitioned from single-family to multifamily by focusing...
EP 496 - Discover how Akash Jain has invested in over 200 deals as both GP and LP and built over $100M+ in AUM 24.04.2026 46:56
“What if the million dollars you’re trying to raise is already sitting inside your phone?” In this episode, Akash Jain shares how he built over $100M+ in AUM and invested in more than 200 deals across real estate, startups, and alternative assets by leveraging relationships, systems, and disciplined diversification. Akash walks through his journey from becoming an accidental landlord to scaling...
EP 495 - Discover how Benjamin Cohen raised over $12M and acquired $40M in multifamily apartments as a 20+ years old 17.04.2026 52:35
“I get told no… probably 100 times a day—and I just go again.” In this episode, Benjamin Cohen shares how he raised over $12M and acquired $40M+ in multifamily assets —all before turning 30. Benjamin breaks down how he built his foundation by working inside a syndication firm, leveraging relationships, and learning through repetition rather than formal mentorship. He reveals the stark difference...
EP 494 - Discover how Chandler Bolt of selfpublishing.com, scaled his company from $0 to $65M+ using books. 10.04.2026 30:14
“What if a single book could become your most powerful capital-raising tool?” In this episode, Chandler Bolt reveals how he scaled his company from zero to over $65M by leveraging books as a “silent salesman” that drives leads, sales, and investor trust at scale. Chandler breaks down why a book is more than content—it’s a strategic asset for authority, how niche positioning and clear messaging m...
EP 493 - Discover how Tim Mai uncovers how AI is transforming capital raising, marketing & real estate syndication. 03.04.2026 35:40
“What if AI could not just answer your questions but actually build your business for you?” In this episode, Tim Mai breaks down how he’s leveraging AI tools to streamline every part of the real estate syndication process—from generating 52 weeks of investor-focused content to building pitch decks, sales scripts, and even AI-powered underwriting systems. Tim shares the practical differences betw...
EP 492 - Discover how Matthew Owens raised $200M+ and acquired $500M+ in real estate and alternative assets. 27.03.2026 43:11
“You will take a punch in the face in this business.” In this episode, discover how Matthew Owens shares the hard-earned lessons behind raising over $200M and acquiring more than $500M across real estate and alternative assets. From quitting his CPA job to flipping over 1,000 homes, surviving the 2008 crash, and evolving into lending, debt funds, and alternative financing strategies, Matthew bre...
EP 491 - Discover how Catherine Bell and her team raised $114M+ and built a $330M multi-asset real estate portfolio. 20.03.2026 40:24
Discover what happens when you go from millionaire to homeless—and rebuild into a $330M real estate portfolio with over $114M raised in private capital. In this powerful episode, Catherine Bell , President of Titan Impact Group, shares the unfiltered journey behind her rise, loss, and reinvention—revealing how a devastating financial collapse and personal tragedy reshaped her philosophy on wealth,...
EP 490 - Discover how Tom "The Skyscraperguy" raised over $3B and revitalized $2B+ worth of historic skyscrapers and iconic city blocks. 13.03.2026 35:46
Discover what it takes to raise over $3 billion in capital and revitalize more than $2 billion worth of historic skyscrapers and iconic city blocks. In this episode, Tom “The Skyscraperguy” Liravongsa , managing partner of Landmark Collection, shares the remarkable journey that took him from starting a fund with negative $10,000 on a credit card to acquiring and restoring landmark skyscrapers ac...
489 - Discover how Aaron Katz raised over $40M and acquired over $250M in Multifamily Apartments 07.03.2026 1:02:54
How do you raise over $40 million in capital and participate in more than $250 million in multifamily acquisitions while building a reputation for consistency, integrity, and results? In this episode, investor and syndicator Aaron Katz shares the real story behind his decade-plus journey in multifamily—from entering the business in 2011 and building his portfolio one relationship and one deal at...
EP 488 - Discover how Ryan Dumas Acquired and Structured $50M+ in Commercial Real Estate Deals! 02.03.2026 53:35
“You don’t have to do it alone — but you better know your partners.” Discover how Ryan Dumas pulls back the curtain on how he acquired and structured over $50M+ in commercial real estate deals while personally raising millions in capital. Ryan shares the real story behind pivoting from traditional multifamily into mobile home parks, affordable housing, and niche business acquisitions — includin...
EP 487 - Discover how Azi Khan raised over $75M and acquired over $150M of real estate, including luxury rentals, industrial flex space, offices, and multifamily 13.02.2026 55:59
“These are the times when real big fortunes are made.” Discover how Azi Khan breaks down he's portfolio exceeding $150M and personally raised over $75M by focusing like a laser beam during distressed market cycles. Azi shares lessons from buying his first duplex at 17, using friends-and-family capital to build trust deal by deal, and why capital preservation, low leverage, and long-term ho...
EP 486 - Discover how Rayna Mike raised capital and built a portfolio of over 1000 multifamily units, valuing over $20,000,000. 06.02.2026 46:11
“You can’t build wealth without building relationships.” In this episode, Rayna Mike shares her incredible journey from mortgage banking to owning and operating more than 1,000 multifamily units valued at over $20 million . With 25+ years in real estate, Rayna explains how she transitioned from single-family homes to multifamily syndication, the lessons learned from her first capital raise, and w...
EP 485 - Discover how Eric Bodiwala raised over $120M and acquired over $500M of real estate, most of which only in the last 7 years. 31.01.2026 54:40
Discover what does it take to go from flipping houses to managing over $500M in real estate and raising $120M in capital —in just seven years. In this episode, Eric Bodiwala reveals the mindset, systems, and relentless execution behind his rise in the multifamily syndication world. From navigating his first capital raise to building trust with investors, Eric shares how his team scaled from singl...
EP 484 - Discover how Mark Shuler, with $300M AUM, breaks down the multifamily reset and what it means for investor returns in 2026 16.01.2026 28:16
“This cycle will separate real operators from everyone else.” In this episode, Mark Shuler delivers an unfiltered breakdown of the multifamily market reset—and why 2026 is shaping up to be a defining year for investor returns. Drawing on more than three decades of operating experience and a portfolio exceeding $300M AUM, Mark walks through how the easy-credit era masked weak operations, why cap...
EP 483 - Discover How Stella Han, through her platform Fractional, helped capital raisers raised over $600M in the last 5 years. 09.01.2026 39:36
What if you could legally raise capital from friends, family, and your community without running into the red tape that derails so many first-time raises? In this episode of the Hero Capital Show, we sit down with Stella Han , founder of Fractional, to unpack how her platform has facilitated over $600M raised in the last five years by rethinking how capital is pooled and deployed. Stella shares h...
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