HERO Capital Show

Tim Mai
  • 4.9 (35)
  • Education

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.

  1. 1d ago

    EP 514 - Discover How Jerry Kong Built a $26M+ Real Estate Portfolio Across Multifamily and Single-Family Assets

    When Jerry Kong sells a single-family home, buyers walk through the door with a compass app open to check the feng shui. When he leases an apartment, tenants just say, "Cool, where do I sign?"  That single realization pushed Jerry — alongside his partners Anthony and April — from single-family investing into building a multifamily portfolio spanning Portland, Denver, San Antonio, and Tennessee, with over $50 million in assets under management and 1,000-plus doors. In this episode, Jerry breaks down the exact structure of his first-ever capital raise — a $1.6 million deal split four ways with an experienced sponsor, where he personally raised just shy of $400,000 over two and a half grueling months — and how leveraging that sponsor's name changed the way brokers treated him in his home market almost overnight. He also shares why he calls the biggest, most established operator in any new market before making a move, how radical transparency turned a friend's Porsche fund into an investment in his deal instead, and why the best compliment an investor can give is skipping the webinar because they already trust the process. Whether you're trying to structure your first capital raise or figure out how to keep investors engaged between deals, Jerry's approach to building credibility through consistency and honesty is a rare, unfiltered look inside how a real multifamily team actually operates. Five key takeaways: Multifamily is a fundamentally different sale than single-family. Jerry pivoted away from single-family, where emotional buyers scrutinize everything down to the feng shui, toward multifamily, where tenants sign a lease as a straightforward business transaction — a much better fit for his finance-driven, numbers-first mindset.Everyone on the team has to raise, no exceptions. Jerry's team runs on one rule: no matter your specialty — underwriting, investor relations, marketing — you're still expected to raise capital, because relying on one person for deal flow creates a single point of failure, as they learned firsthand when a team member's personal crisis stalled an entire market.Borrow the biggest name in any new market. Instead of competing against the top established operator in an unfamiliar market, Jerry calls them directly to partner, since that operator has likely already seen — and passed on — the deal for reasons a newcomer might completely miss.Radical transparency builds more trust than a polished pitch. Jerry never leads with upside; he walks investors through the worst-case scenario and every real-world risk built into his underwriting — which is exactly what convinced a savvy investor to delay buying his son a car and invest in Jerry's deal instead.Consistent, personal communication is a credibility engine. Sending newsletters from a personal email instead of a mass-mailer address, doing three touches per distribution, and treating an investor's "no thank you, I don't need the webinar" as the ultimate compliment are what keep investors coming back deal after deal. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  2. Aug 21

    EP 513 - Discover How Brian Alfaro Raised $20M+ and Helped Real Estate Operators Raise Capital More Consistently.

    Before Brian Alfaro helped raise more than $20 million for real estate, his first partnership attempt raised exactly $0.  In this episode, Brian breaks down what went wrong on that failed raise — no positioning, no systems, no way for investors to trust him — and how spending the next 11 months building the right infrastructure led to a $1.2 million raise on the very next deal. Through his company, KeelBridge, Brian now helps real estate sponsors and syndicators build the positioning, systems, and strategy they need to raise capital consistently instead of just once. He shares how new capital raisers can "borrow somebody else's credibility" by aligning with experienced mentors and operators, why he believes capital tends to follow confident people, and how discovering an investor's true motivation — cash flow, tax savings, or community impact — is the difference between a pitch that lands and one that falls flat. Brian also opens up about the mistakes he made chasing quick flips with floating-rate debt, what he'd do differently if he could restart his journey, and why he believes real estate has always been, and should remain, a long-term wealth-building tool. If you're trying to raise your first dollar or your next ten million, this conversation is a blueprint for doing it the right way.  Five key takeaways: Systems beat hustle. Brian's partner raised $0 with no positioning or systems in place; after 11 months of building real capital-raising infrastructure, they raised over $1.2 million on the very next deal — proof that consistency requires a repeatable process, not luck.Borrow credibility until you build your own. New capital raisers without a track record can lean on mentors and experienced partners, telling investors "I'm surrounded by people who've raised over $100 million" rather than pretending to be the expert themselves.Confidence attracts capital. Brian believes capital tends to follow confident people first — being convicted about what you're doing matters even before you've closed your first deal.Match the pitch to the investor's real motivation. Whether someone wants cash flow, tax savings, or community impact, discovering that motivation on a discovery call and speaking directly to it beats reciting IRR and cash-on-cash numbers nobody asked about.Communication is what protects trust after the check clears. Consistent updates, full transparency even with bad news, and staying in touch the same way you did before the investment are what separate sponsors investors reinvest with from the ones they never hear from again. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  3. Aug 14

    EP 512 - How Eric Stewart has structured Commercial Real Estate Financing for 20+ years

    What if the biggest lending mistake in commercial real estate isn't a mistake in the loan itself, but a 60- or 90-day decision about your debt structure that you're stuck living with for the next five to ten years?  Eric Stewart, founder of Lender Language and CEO of Atlantic Investment Capital, has spent over 20 years structuring commercial real estate financing — funding his first multifamily deals back in 2004 and 2005, before syndication was even mainstream. In this episode, Eric breaks down why "the how of everybody's why leads back to making money," and how understanding that alignment of interest with brokers, lenders, and property managers can transform the way you pitch, negotiate, and close. He explains why chasing the longest interest-only period can quietly limit your options for a decade, why renovation budgets "age out" every five years no matter how the market cooperates, and the two biggest mistakes he sees GPs make when approaching lenders. Eric also shares his own first capital raise — a 96-unit tenant-in-common deal fully funded before closing with a targeted 18 to 20% annualized return — and why he believes building a business on singles and doubles beats chasing the one distressed home-run deal. If you've ever wondered what your deal looks like from the lender's side of the table, this conversation delivers a perspective most capital raisers never get.  Five key takeaways: Understand the "how" behind everyone's "why." Eric's core philosophy is that brokers get paid when a deal closes, investors get paid on fulfillment and returns, and property managers succeed when investors succeed — aligning your pitch to each party's real incentive beats just building rapport.Your 60-to-90-day debt decision locks you in for five to ten years. Chasing the longest interest-only period to boost early cash-on-cash returns can trap you into a longer loan term with prepayment penalties, limiting your flexibility down the road.Renovation budgets don't last. With typical unit turnover ratios of 35 to 55%, a property's initial reno budget gets spent within the first couple of years, and the asset is "tired" again by the five-year mark, forcing a refinance or sale.Compensate your capital raisers for the long haul. Eric warns that if co-GPs raising money aren't well compensated relative to their work, they'll gravitate to bigger splits on other deals, leaving you without support three years into your own.Build your business on singles and doubles, not one big distressed score. Rather than chasing the "mega home run" distressed deal, Eric recommends building a steady foundation of smaller wins — which naturally puts you in position when the bigger opportunities do come along. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  4. Aug 7

    EP 511 - How Joe Pizzurro Raised $30M+ in 6 years and Built a $100M Real Estate Portfolio.

    In the game of Monopoly, Joe Pizzuro never wanted the green houses — he went straight for the red hotel.  That same instinct took him from skipping single-family real estate entirely to building a $100 million portfolio of more than 5,000 multifamily and self-storage units, raising over $30 million in capital in just six years, during a market cycle that weeded out a lot of the competition. In this episode, Joe breaks down how he pulled in five or six co-GPs to fund his very first deal, why he pivoted into self-storage when rising rates made multifamily debt too expensive to cash flow, and how showing 26 consecutive months of investor distributions without a single miss became the track record that built his credibility. He also shares why doctors have become his go-to investor avatar, how educating investors on self-directed IRAs and 1031 exchanges unlocks capital they didn't realize they had, and the disciplined, conservative underwriting approach he uses to make sure a deal works even if the market gets worse, not better. Whether you're raising your first dollar of capital or scaling toward your next $100 million, Joe's journey from a single multifamily deal to a diversified, vertically integrated portfolio is packed with hard-earned, tactical advice. Five key takeaways: Skip the small deals if you can find the right partners. Joe went straight for larger multifamily acquisitions instead of starting with single-family, comparing it to choosing Monopoly's red hotel over the green houses — and pulling in five or six co-GPs made his very first raise possible.Diversify into cash-flowing assets when the market shifts. When rising rates made multifamily debt too expensive to cash flow, Joe pivoted into self-storage — lower overhead, easier to acquire, less capital required — even though it comes with less equity upside and weaker depreciation benefits than apartments.Build credibility through a track record, not just a pitch. Joe points to 26 consecutive months of investor distributions without a single miss, with payouts steadily increasing, as the proof that speaks louder than any resume.Educate investors to unlock capital they don't know they have. Hosting sessions on self-directed IRAs and 1031 exchanges has turned investors who thought they had no liquidity into active participants in Joe's deals.Underwrite for a worse market, not a better one. Joe's rule is to assume conditions stay flat or get slightly worse when running the numbers — if the deal still works under that scenario, he moves forward, rather than betting on a market recovery to bail him out. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  5. Jul 31

    EP 510 - Discover How Lan Castro Build a $52M+ Multifamily Portfolio While Helping Busy Professionals Invest Passively

    Lan Castro's family fled Vietnam by boat when she was a toddler, rebuilt their lives running a donut shop for over three decades, and two years ago she was still "burning the candle at both ends" — juggling a demanding corporate career leading global oncology clinical research programs with raising a family and feeling like she was missing the time that mattered most.  Today, she's founder and CEO of Multifamily Capital Enterprises and managing partner of RJYL Capital Partners, with ownership across more than 478 multifamily units and over $52 million in AUM. In this episode, Lan tells Logan how she raised roughly $3 million toward a $6.25 million, 28-unit acquisition in San Diego as her very first capital raise, why she leveraged her sponsors' track records instead of trying to prove her own inexperience, how she pushes past investors' objections to putting money into California real estate, and why she believes this entire business — capital raising, investor relations, fund management — ultimately comes down to trust. Whether you're a busy professional trying to build a legacy without sacrificing family time, or an aspiring capital raiser wondering how to get started with zero track record, Lan's journey from oncology research to a $52 million portfolio is a masterclass in turning education, relationships, and consistency into real results. Five key takeaways: Leverage your sponsor's track record, not your own inexperience. As a first-time capital raiser, Lan built credibility by leaning on the experience of her sponsors and operating partners — like Beth's appraisal background on Imperial Terrace — rather than trying to sell investors on her own resume.Invest in yourself before you invest in real estate. Before raising a dollar, Lan went through Multifamily Mindset's Diamond Mentorship, RE Mentor's advanced community and Insiders Club Mastermind, Don Goff's Next Level Underwriting program, and Tim Mai's Hero Alliance — because, in her words, she had to "invest in becoming the person capable" before inviting others to invest alongside her.Regional bias can be overcome with the right proof points. Many investors are hesitant about California deals, but Lan counters that by pointing to a property's eviction history, strong property management, careful tenant screening, and local investors who already understand the market.Communication is what keeps investors coming back. Lan sends monthly newsletters early in a deal (tapering to quarterly as things stabilize) and checks in with investors beyond just deal updates — treating over-communication as a feature, not a flaw.Investor interests always come before the deal you're excited about. Echoing Warren Buffett's "Rule number one: investors first, rule number two: see rule number one," Lan stresses that a fundraising target should never outweigh investor suitability or deal quality. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  6. Jul 24

    EP 509 - Discover How David R. Priest Raised $10M in Private Capital for 2,000+ Apartment Units.

    David R. Priest walked away from a $13 million, 90-unit deal — and roughly $200,000 out of his own pocket — after discovering the partner set to sign his loan was flagged on Fannie Mae's ineligible list.  Three years later, he's General Partner on over 2,000 apartment units and has personally raised $10 million in private capital for multifamily syndications across Texas. In this episode, Logan sits down with David to unpack how that early collapse became the turning point that redirected him into capital raising, the "DEAL" method he uses to screen a deal in under ten minutes — looking at location, operator, and debt long before he ever looks at the numbers — and why he'd rather give investors a "smooth ride" than chase the highest possible return. David also breaks down the counterintuitive reason he treats a $50,000 investor with the same respect as a $500,000 one, and what he's watching for in the Texas multifamily market over the next year. Whether you're trying to raise your first dollar of capital or place your next investment, this is a masterclass in credibility, discipline, and playing the long game. Five key takeaways: Turn failure into fuel. David's first deal — a $13M, 90-unit acquisition he tried to run himself — fell apart when his loan-signing partner turned out to be flagged on Fannie Mae's checklist, costing him close to $200,000. That failure pushed him to pivot into capital raising, where he's since raised over $10 million.Borrow credibility from proven operators. New to the business with no track record, David built credibility by affiliating with experienced, top-tier operators — using the analogy that everyone remembers Steve Jobs, not Apple's number two or three — and by putting his own money into every deal he raises for.Screen deals with the "DEAL" method, numbers last. David evaluates location, the operator's track record, and the debt structure before ever touching the underwriting — letting him say "no" to most deals in under ten minutes and save deep analysis for the one or two that actually deserve it.Communication beats the biggest return. A 2.5x return on a poorly-run oil and gas deal still cost David his willingness to reinvest, because the communication was bad throughout. He argues investors want a "smooth ride" more than they want a rollercoaster with a great payout at the end.Every investor deserves equal respect. A consistent $50,000 check-writer can be more valuable than a one-time $500,000 investor — and in David's own experience, treating a $50K investor well led directly to a referral for his first $500,000 check. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  7. Jul 17

    EP 508 - Discover How Anjou Martinez Built a $200M Portfolio Across 1,800 Apartment Units and Commercial Investments

    What does it take to leave a successful corporate career, raise millions in private capital, and build a diversified commercial real estate business?  In this episode, Anjou Martinez shares her journey from CFO to real estate entrepreneur, explaining how she transitioned from single-family investing into multifamily syndications, fund-of-funds, and cash-flowing businesses. She discusses why understanding investor needs is shaping her investment strategy, the importance of building authentic relationships through networking and consistent marketing, how her first capital raise came from simply sharing an opportunity with people she trusted, and why branding, AI, and continuous education have become essential tools for scaling a real estate business. Anjou also offers her perspective on today's multifamily market, fund structures, investor communication, and the mindset required to overcome fear and take action. If you're looking to raise capital, build credibility, and create lasting relationships with investors, this conversation is packed with practical insights you won't want to miss. 5 Key Takeaways Why investor relationships outperform transactions. Learn how authentic networking and long-term partnerships opened the door to Anjou's first $67M multifamily opportunity.How to successfully raise capital as a first-time syndicator. Discover the mindset and simple approach Anjou used to raise $1.3M on her very first deal.Why branding, marketing, and AI are now competitive advantages. See how consistent content, speaking opportunities, and AI tools help attract investors and build credibility.How investor preferences are changing. Understand why many investors are seeking diversification, shorter investment horizons, and stronger cash-flow opportunities.Why action beats perfection. Hear Anjou's advice on overcoming fear, executing quickly, and continually investing in your own education to accelerate growth. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

  8. Jul 10

    EP 507- How Trevor Thompson Raised $12M in Private Capital and Helped Build a $200M+ Commercial Real Estate Portfolio.

    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 reveals how he raised $380,000 in just five days on his first capital raise, why commercial real estate is a team sport, and how focusing on his strengths in relationships and investor engagement helped accelerate his growth. He also discusses losing $75,000 on his first GP deal, the importance of choosing the right sponsors and partners, why investors must know, like, and trust you before they invest, and the critical shift from raising capital to attracting capital. Whether you’re working toward your first deal or looking to grow your investor network, this episode delivers practical lessons on relationships, resilience, credibility, and building lasting success in commercial real estate. 5 Key Takeaways 1. Commercial Real Estate Is a Team Sport Trevor explains why investors and entrepreneurs don’t need to master every aspect of commercial real estate themselves. Identifying your strengths, finding experienced partners, and becoming part of the right community can help you move forward without trying to do everything alone. 2. Focus on Attracting Capital, Not Chasing It One of Trevor’s biggest mindset shifts was moving from “raising capital” to “attracting capital.” He explains why desperation can push investors away and why consistently educating, helping, and building relationships creates stronger opportunities over time. 3. Investors Must Know, Like, and Trust You First Trevor shares examples of investors who took anywhere from 10 minutes to three years before investing. His experiences demonstrate why every investor requires a different approach and why long-term relationships, education, referrals, and consistent follow-up matter. 4. Failure Can Become Valuable Experience After losing $75,000 on his first GP deal and later walking away from another deal after losing $68,000, Trevor explains how setbacks can provide critical lessons, strengthen credibility, and help investors and operators make better decisions in the future. 5. Take Action, But Choose Your Partners Carefully Trevor encourages investors to say yes to opportunities, keep learning, and continue moving forward—but not out of desperation. He emphasizes the importance of understanding who you’re doing business with, evaluating sponsors carefully, and surrounding yourself with experienced people before committing to a deal. About Tim Mai Tim Mai is a real estate investor, fund manager, mentor, and founder of HERO Mastermind for REI coaches. He has helped many real estate investors and coaches become millionaires. Tim continues to help busy professionals earn income and build wealth through passive investing. He is also a creative marketer and promoter with incredible knowledge and experience, which he freely shares.  He has lifted himself from the aftermath of war, achieving technical expertise in computers, followed by investment success in real estate, management skills, and a lofty position among real estate educators and internet marketers. Tim is an industry leader who has acquired and exited well over $50 million worth of real estate and is currently an investor in over 2700 units of multifamily apartments. Connect with Tim Website: Capital Raising Party Facebook: Tim Mai | Capital Raising Nation  Instagram: @timmaicom Twitter: @timmai LinkedIn: Tim Mai YouTube: Tim Mai

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4.9
out of 5
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About

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.

Information

  • Creator
    Tim Mai
  • Years Active
    2021 - 2026
  • Episodes
    513
  • Rating
    Explicit
  • Copyright
    © 2026 HERO Capital Show
  • Show Website
    HERO Capital Show