HERO Capital Show

Tim Mai

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. 4d ago

    EP 518 - How Sam Morris raised $150M+ in Private Capital and Built a $1B+ Real Estate Portfolio!

    What does it really take to build lifelong trust with investors instead of just chasing a transaction?  In this episode, Sam Morris of LSCRE — a partner who has led acquisition and disposition teams to over $550 million in multifamily transactions and raised over $150 million personally — sits down with host Tim Mai to unpack why old-school, relationship-first capital raising still beats anything digital. Sam shares how he cut his teeth as a corporate banker and lender before moving into multifamily investing in 2007, right before the 2008 crash, and breaks down the key differences between that liquidity-driven crisis and today's supply-demand-driven market cycle. He dives deep into how LSCRE evaluates markets (jobs, population growth, crime, school districts), why they stick to a tight geographic footprint in Houston and Dallas rather than chasing deals nationwide, and why buying the right location matters more than getting the cheapest basis. Sam also opens up about what's actually working for capital raisers right now — continual investor communication, transparency, and highlighting wins even when there's no active deal — plus the real differences between fund managers and co-GPs, what LSCRE looks for in a fund manager partner, and where to find your first investors by leaning into your own community and network. If you want a masterclass in building durable investor relationships and reading real estate market cycles from someone who has done it for decades, this conversation is packed with insight. 5 Key Takeaways: Sam built his career starting as a corporate banker learning to underwrite deals manually, then became a lender before investing in his first large multifamily complex in 2007, right before the 2008 crash.The 2008 crash was a liquidity crisis that hit the entire financial system, while today's market challenges are driven by a supply-demand imbalance that plays out differently market by market and even submarket by submarket.When evaluating markets, Sam looks beyond supply and demand to job growth (diversified across multiple employers, not concentrated in one), population growth, crime rates, school districts, and accessibility — and he'll buy a C-class deal in an A location before he'll buy an A-class deal in a C location.LSCRE increasingly partners with fund managers (rather than raising everything internally) to access larger deals and reach investor bases they otherwise couldn't, including niche groups like doctors and pilots; fund managers should aim to raise at least $400,000-$500,000 per deal to cover their costs.The capital raisers succeeding right now are the ones continually communicating with investors regardless of whether there's an active deal — sharing wins, reviews, and educational content — so that when it's time to raise, the ask feels warm rather than cold. 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. Sep 18

    EP 517 - How Dani Lynn Robison Raised $38M+ and Acquired $93M+ in Real Estate Assets

    What does it take to go from a musician with no real estate network landing in the business right as the market crashed in 2008, to building a needs-based investment empire that's raised over $250 million and directly acquired $93 million in assets?  In this episode, Dani Lynn Robison, founder and CEO of Freedom Family Investments and author of the Amazon #1 bestseller "Calm Money Never Panics," pulls back the curtain on her journey from flipping single-family homes to running a $200 million fund built entirely on trust, transparency, and a needs-based investment thesis. She shares the wild story of her very first apartment complex (nicknamed "Drugs, Thugs, and Bugs") that turned her from a turnkey operator into a commercial real estate investor, opens up about two deals where she lost money — including a syndication where she had to exercise step-in rights for the first time — and reveals why she believes trust doesn't scale the way paid marketing does. Dani also breaks down her simple, fixed-and-preferred-return fund structure, her three-gate operator vetting process, and the counterintuitive advice that simplicity, not more information, is what wins investors over. If you want a masterclass in building an eight-figure capital raising business on honesty and relationships instead of hype, this conversation delivers it straight from someone who's lived every lesson. 5 Key Takeaways: Dani built Freedom Family Investments around a "needs-based" investment thesis (multifamily, workforce housing, senior housing, self-storage) because it's easy for investors to understand and believe in, especially amid economic uncertainty and AI disruption.Her business model prioritizes simplicity and trust over high returns — a fixed/preferred return structure (8-10% income track, 10-14% growth track) with no fees, which she says attracts investors who care more about predictability and character than chasing IRR.She raised over $35 million purely through word of mouth and referrals without ever building a marketing funnel, and later learned firsthand that pouring money into paid marketing and vendors doesn't scale trust the way an authentic track record does.Dani openly shares her worst deals with investors — including a $72,000 contractor fraud loss and a syndication where she had to exercise step-in rights to protect investor capital — because transparency about failures builds more trust than presenting a "perfect" track record.Every operator her fund partners with must pass a three-gate vetting process (track record, operational ability, then the deal itself), and she'll spend four to five months vetting an operator because trust and communication matter more than chasing a "home run" deal with an unreliable partner. 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. Sep 11

    EP 516 - Discover How Adriana Barrero & Paula Sabrsula Went from Residential Investing to a $47M Multifamily Portfolio

    What happens when a pharmacist and a property manager team up to build an eight-figure real estate empire?  In this episode, Adriana Barrero and Paula Sabersula of Elan Equity share how they went from residential investing — flipping, wholesaling, and building condo regimes in East Austin — to raising capital for a $47M multifamily portfolio, all while carving out a niche most operators overlook: helping pilots and medical professionals invest passively to solve their biggest pain point, sky-high taxes. They break down their relentless due diligence process, from background-checking every operator and insisting on fixed-rate debt, to walking properties in person and cross-checking underwriting with a second set of eyes, and reveal exactly how they build trust and convert leads at pilot and physician conferences using playbooks, newsletters, and old-fashioned follow-up calls. Along the way, they open up about lessons learned watching investors get burned by capital calls in 2021 and 2022, why honesty and humility are non-negotiable in this business, and how they're now exploring self-storage and diversifying beyond multifamily. If you want to see how relationship-driven capital raising and rigorous due diligence come together to build real trust with investors, this conversation is a must-listen. 5 Key Takeaways: Adriana and Paula built Elan Equity by pivoting from residential investing (wholesaling, flipping, and condo development) into commercial real estate, learning to underwrite through Michael Blank before scaling into raising capital for multifamily deals.Their investor avatar is pilots and medical professionals, a niche chosen because both groups face steep tax burdens and often don't realize how much they can legally save through real estate investing.Their due diligence process is extensive: background checks on every operator, a strict buy box (no properties older than the 1980s, no crime nearby, fixed-rate debt only), in-person property walks, and a second independent underwriting review from a trusted partner.They generate and convert leads primarily through conferences (like the Passive Income MD Conference and pilot association events), using giveaways, e-books/playbooks, newsletters, texts, and LinkedIn to nurture relationships — sometimes for months or years — before investors commit capital.Honesty and humility are core to their investing philosophy: having witnessed investors get hurt by capital calls during the 2021-2022 rate spikes, they emphasize transparent communication with both their partners and their investors, and are now exploring diversification into self-storage. 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. Sep 4

    EP 515 - Discover How Dr. Yasser Rodriguez Raised $3.5M and Partnered in $60M+ of Assets in Just 2 Years

    What does it take to go from $300K in student debt as a Harvard-trained cardiac electrophysiologist to raising $3.5M and partnering in over $60M of real estate assets in just two years?  In this episode, Dr. Yasser Rodriguez, founder of Cardea Real Estate Investments, breaks down exactly how he built a fund-to-funds business while working full-time as a physician. He walks through why he chose the fund-to-funds model over syndicating directly — pointing to co-learning with experienced sponsors, reduced pressure, liability reduction as an LP, and time leverage as a busy professional — and shares the details of a med tech surgical blade opportunity with a 21-deal, 100%-success-rate track record that also offers investors tax-free qualified small business shares. Dr. Rodriguez also opens up about his own raising psychology transformation: after adopting the Hero Alliance approach, he went from raising $1.1M over a month and a half to raising $1.3M in just 18 hours, and reveals how a single YouTube video brought in $1M in soft commits within two hours of launch. If you want to understand how a physician with zero real estate background used smart partnerships and sharpened investor psychology to scale into eight figures of assets in under two years, this conversation is packed with the exact strategies to do it. 5 Key Takeaways: Dr. Rodriguez raised $3.5M and partnered in $60M+ of assets across multifamily, med tech, and short-term/long-term rentals in just two years — starting with $300K in student debt and no real estate background.He favors the fund-to-funds model over direct syndication because it offers co-learning alongside experienced sponsors, reduced pressure, liability reduction as an LP, and time leverage for a full-time physician.One standout opportunity he's raised for is a med tech surgical blade deal with a 21-deal, 100% success track record, which also offers investors tax-free qualified small business shares.After adopting the Hero Alliance's raising psychology, his results transformed dramatically — going from raising $1.1M over 1.5 months to raising $1.3M in just 18 hours.A single YouTube video generated $1M in soft commits within two hours of launch, showing the power of content combined with techniques like the "three-minute miracle" investor touch-point and scarcity-based "layup allotment" psychology. 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. Aug 28

    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

  6. 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

  7. 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

  8. 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

4.9
out of 5
35 Ratings

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.