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On this week’s episode, Kent is joined by Gene Trowbridge. Gene, a veteran securities attorney and former syndicator, breaks down potential SEC and Congressional changes to accredited investor rules, including proposals to exclude retirement accounts from net worth calculations, raise income and net worth thresholds, or introduce a qualifying exam. They also explore the debate over allowing 401k funds into alternative investments, the regulatory gray area around finders and referral compensation, and the ongoing tension between capital formation and investor protection. Gene closes by sharing practical advice for both sponsors and passive investors, emphasizing track record, continuity planning, skin in the game, and preparing for risks like rising interest rates and market downturns  Where to find Gene:  https://www.facebook.com/gene.trowbridge.1https://www.youtube.com/@tnllphttps://www.instagram.com/trowbridgelawgroup/https://x.com/law_trowbridgehttps://www.linkedin.com/company/trowbridge-law-group-llpKey Takeaways  ● Accredited investor rules may change. Retirement accounts could be excluded from net worth. Income and net worth thresholds may also increase.  ● The SEC is balancing capital formation with investor protection. More access to deals means more potential risk.  ● Congress is considering allowing 401k funds into alternative investments. Employer liability is a major concern.  ● Finder rules are still unclear. Getting paid to raise money without being a broker-dealer remains risky.  ● Investors should vet sponsors carefully. Look for track record, continuity, sponsor capital invested, and clear liquidity terms. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Eddie Speed. Eddie shares how note investing allows individuals to step into the role of the bank, generating strong cash flow backed by real estate while avoiding the headaches of being a landlord. He explains why today’s market conditions, including tighter underwriting and compressed rental margins, have created a major opportunity to serve creditworthy borrowers who do not fit traditional lending boxes. The conversation dives into risk management, loan servicing, and how investors can build scalable, time-efficient income by owning debt instead of property.  Where to find Eddie:  ● https://noteschool.com/  Key Takeaways  ● Note investing allows individuals to act as the bank, earning consistent interest income backed by real estate instead of relying on rental cash flow and appreciation.  ● Current market conditions, including inflation and tighter underwriting standards, have created a large underserved borrower segment that private note investors can serve.  ● Strong risk management comes from buying notes at a discount to the property’s value, creating an equity cushion that protects the investor.  ● Loan servicers handle payment collection, compliance, taxes, and insurance monitoring, making note investing significantly more passive than managing rental properties.  ● Note investing can complement traditional real estate strategies by providing scalable, time-efficient cash flow while reducing operational headaches. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Dwight Dunton. Dwight shares how he built Bonaventure from a single 378-unit acquisition at age 25 into a vertically integrated platform with billions in assets by prioritizing discipline, risk management, and long-term thinking. He explains why fixed-rate debt, conservative leverage, and true sponsor alignment are critical to surviving downturns and compounding wealth over decades. The conversation also explores vertical integration, tax-efficient strategies, and how demographic tailwinds like senior housing and generational wealth transitions are shaping the firm’s next chapter.  Where to find Dwight:  https://www.linkedin.com/company/bonaventure/  www.bonaventure.com  https://www.linkedin.com/in/dwightdunton/ Key Takeaways  ● Long-term wealth is built by avoiding permanent capital loss, not by chasing short-term returns or high leverage.  ● Fixed-rate, long-duration debt acts as protective armor during downturns, allowing operators to focus on performance instead of fighting lenders.  ● True alignment means sponsors invest significant personal capital alongside investors and structure deals with consistent incentives.  ● Vertical integration should only be built when it improves outcomes, reduces volatility, or enhances resident experience.  ● Secular tailwinds such as aging demographics and tax-efficient 1031 strategies create durable opportunities that extend beyond typical market cycles. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Zach Feldman. Zach breaks down the nuances of student housing, from renting by the bed with parental guarantors to achieving near full occupancy by pre-leasing a year in advance, and explains why location and university enrollment trends are critical to success. He shares how top operators differentiate through hospitality-driven design, health and wellness amenities, and hyper-targeted market selection as construction costs rise and viable development markets shrink. The conversation also explores how shifting enrollment patterns, school branding, and strong athletic programs can fuel demand, making student housing a defensible and potentially high-performing niche for passive investors.  Where to find Zach:  ● https://www.aptitudere.com/  ● Email: [email protected]  Key Takeaways  ● Renting by the bed offers a different financial structure.  ● Operational management in student housing is more intensive.  ● Demand in student housing can be accurately assessed.  ● Sports performance can influence student applications.  ● Construction costs and market selection are critical for success. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Curtis Edwards. They dive into the details of a new Hudson Investing project, the 300-unit Maple Knoll Apartments in Westfield, Indiana, breaking down why it exemplifies their current investment strategy. Curtis and Kent discuss how a focus on high-growth markets, operational efficiencies, and simple, smart renovations can create strong, risk-adjusted returns. They also address investor questions about expense reductions, supply risks, and how disciplined execution and market timing can lead to an early, profitable exit.  Where to find Curtis:  ● linkedin.com/in/curtis-edwards-57b6427  Key Takeaways  ● Maple Knoll Apartments is a 300-unit property in Westfield, Indiana.  ● The property is classified as an institutional class asset.  ● Key factors in property acquisition include market growth and risk-adjusted returns.  ● Expense reduction strategies can lead to significant NOI lifts.  ● Understanding competitive positioning is crucial for long-term success.  Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Ben Kanner. They dig into why EV charging has quickly shifted from a “nice-to-have” sustainability feature to a real, capital-efficient value-add for multifamily owners. Ben explains how growing EV adoption, renter demand, and rent premiums are creating a compelling NOI opportunity—especially when paired with a no-upfront-cost infrastructure model. The conversation breaks down how EV charging can reduce vacancy, improve resident retention, and generate incremental revenue without adding operational burden for owners. Where to find Ben: Email: [email protected]: https://www.3vinfrastructure.comKey Takeaways EV charging is no longer just about sustainability—it’s a revenue and NOI strategy for multifamily owners.Roughly one-third of renters are interested in EV charging and are willing to pay more in rent for the amenity.A no-cost infrastructure model allows owners to add EV charging without upfront capital or monthly fees.Properly maintained and priced chargers align incentives between operators, residents, and infrastructure providers.EV adoption varies by market, making localized underwriting critical to long-term success. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Mark Kenney, co-founder of Think Multifamily, for a candid conversation on what real market downturns actually teach long-term operators. Mark draws on 30+ years of experience and recent hard lessons from the multifamily correction to unpack what broke, what held, and what investors must rethink around debt, partnerships, and risk. They dive into the realities of floating-rate debt, insurance shocks, tax surprises, and why “boring” markets can outperform during volatility. The episode is a grounded, experience-driven look at how to scale responsibly—and how to avoid mistakes that only show up when the market turns. Where to find Mark: thinkmultifamily.com https://www.linkedin.com/in/mark-kenney-566065142/ https://www.youtube.com/@MarkKenneyMultifamily https://linkedin.com/company/thinkmultifamily.com https://www.youtube.com/c/ThinkMultifamily https://www.instagram.com/thinkmultifamily/ https://www.facebook.com/multifamilyinvestorsKey Takeaways Floating-rate bridge debt amplified risk during the downturn; fixed, long-term debt can dramatically reduce uncertainty.Market selection matters more than ever—boring Midwest markets often fell far less than overheated Sunbelt metros.Insurance, taxes, and interest rate caps can change faster and more severely than underwriting models assume.Partnerships need clear decision-making authority; 50/50 structures without a tiebreaker are a major risk.Passive investors must understand debt, contracts, and assumptions—not just “trust the operator.” Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

*This is a previously aired episode* On this week’s episode, Kent is joined by Robert Preston to explore why RV parks are an underrated and increasingly compelling real estate asset class. Robert shares his journey from single-family flips to multifamily, mobile home parks, and ultimately RV parks, explaining how lower competition, strong cash flow, and operational upside drew him into the space. The conversation dives into seasonality, Sun Belt market selection, and how small operational changes—like dynamic pricing and improved amenities—can drive outsized returns. Robert also breaks down the key barriers to entry, including management complexity and financing challenges, and why those hurdles can actually create opportunity for experienced operators. Where to find Robert: Company: Clime CapitalWebsite: https://climecapital.comEmail: [email protected] Takeaways RV parks offer higher cap rates and less competition compared to multifamily, especially for investors willing to self-manage.Seasonality and climate matter—parks in temperate Sun Belt markets can achieve more consistent year-round revenue.Small operational improvements, like pricing adjustments and better Wi-Fi, can quickly boost NOI with minimal capex.Scale is critical: parks need enough sites and revenue to support quality on-site management.RV parks blend hospitality and real estate, requiring a different mindset than traditional apartments.Books Mentioned Rich Dad Poor Dad – https://www.richdad.com/products/rich-dad-poor-dadPitch Anything – https://www.pitchanything.com/bookThe Creature from Jekyll Island – https://www.amazon.com/Creature-Jekyll-Island-Federal-Reserve/dp/091298645XCheck us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Matthew Medrano to break down why real estate financing often gets harder as investors scale—and what smart investors can do before they stall out. Matt explains how traditional banks underwrite borrowers, why arbitrary lending caps exist, and how asset-based and DSCR lending can unlock continued growth beyond the first 5–10 properties. The conversation demystifies private lending, debt service coverage ratios, and why cash flow, not personal income, becomes the focus as portfolios grow. Kent and Matt also dive into common lending mistakes, the danger of chasing interest rates alone, and how strong lender relationships can make or break a deal. Where to find Matthew: Website: https://dynamocapital.comEmail: [email protected] Takeaways Traditional banks often cap lending based on the borrower, not the property—creating friction for successful investors.DSCR loans focus on property cash flow rather than personal income or W-2s.Interest rate alone doesn’t define a good loan; fees, prepayment terms, and certainty to close matter just as much.Private lending works best as a long-term relationship, not a one-off transaction.Reading loan terms carefully can prevent costly surprises at exit. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Bob Fraser. Bob explains why many passive investors underperform not because they choose bad deals, but because they misunderstand portfolio construction and risk. He breaks down how volatility quietly erodes compounding, why true diversification requires uncorrelated assets, and how family offices think differently about capital preservation. The conversation also explores private credit, real estate’s role in reducing portfolio swings, and why operator alignment matters most when markets turn. Where to find Bob: Website: https://investlikeabillionaire.orgCompany: https://aspenfunds.usLinkedIn: https://www.linkedin.com/in/bobfraser10/Key Takeaways Volatility can destroy long-term returns even when average performance looks strongTrue diversification means owning assets that do not move together during downturnsFamily offices prioritize downside protection over headline returnsPrivate credit and preferred equity can reduce portfolio risk while generating incomeOperator co-investment is one of the strongest indicators of alignment Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Justin Goodin. Justin breaks down how he’s still getting ground-up multifamily and mixed-use deals done in a market where most development has slowed, including how public-private partnerships can bridge the “cost vs. value at ribbon cutting” gap. They dig into real risk mitigation in development—GMP contracts, lower leverage, stronger contingencies, and active on-site management—plus what passive investors should look for when vetting a sponsor. Justin also shares why he’s optimistic about apartment fundamentals heading into the projected 2027+ supply drop, while flagging how AI-driven employment shifts could impact certain markets. Where to find Justin: Website: https://goodindevelopment.com/LinkedIn: Justin GoodinFacebook: Justin GoodinFree resource: 7-day passive real estate investing 1-on-1 email course (via https://goodindevelopment.com/)Key Takeaways Development can still pencil in today’s environment by partnering with municipalities through incentives like TIFs, grants, and forgivable loans to close the feasibility gap.Conservative underwriting matters more than ever, including 5–10% contingencies and no assumed rent growth during construction.Risk mitigation is an ongoing process: GMP contracts, strong GC and design teams, frequent site visits, and tight budget oversight reduce surprises.Public-private partnership deals can carry lower leverage than many investors expect, with loan-to-cost ratios closer to the mid-50% range.Passive investors should vet sponsors beyond marketing materials by checking references, third-party review platforms, and basic background checks. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Veena Jetti. Veena, founder of Vive Funds, breaks down the massive $100 trillion wealth transfer headed toward women and why this shift will fundamentally reshape investing, leadership, and capital allocation. She and Kent explore how women think about money differently, the social and structural impacts of this generational shift, and how operators should adapt their communication and deal framing to meet the needs of a rapidly changing investor base. Veena also dives into the importance of financial literacy, the role of legacy and economic power for women, and how families can prepare daughters to become confident investors. This episode is both a masterclass in understanding the future of capital and a powerful call for women to step into financial leadership. Where to find Veena: Instagram: https://www.instagram.com/veenajettiVive Funds: https://vivefunds.com/Key Takeaways Women are projected to receive about $100 trillion of generational wealth by 2030, fundamentally changing who controls capital.Male and female investors often evaluate opportunities differently — women prioritize legacy, social impact, and long-term security.Deal presentation should shift to acknowledge these differences, offering transparency, social context, and values-driven messaging.Financial literacy is the most important legacy parents can give their daughters, empowering independence and informed decision-making.Women historically outperform men as investors — making education, conversation, and confidence critical to participation in the coming wealth wave. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Matt Faircloth. Matt walks through his 20-year journey from small single-family deals to raising hundreds of millions in private capital and building a diversified portfolio of multifamily, hotels, and a debt fund. He and Kent unpack why the classic value-add play has changed in today’s market, where he still sees opportunity in newer assets and public-private partnerships, and how tax incentives can make new construction pencil. They also dig into why he’s leaning into cash-flow-focused deals, what LPs should demand from sponsors right now, and how to underwrite for the next “black swan” instead of hoping the last cycle’s playbook still works. Where to find Matt: DeRosa Group: https://www.derosagroup.com/ Landlord Chronicles YouTube channel: https://www.youtube.com/channel/UCbVJpAsilhvzJp-B-fHz1og The Best Ever CRE Show podcast: https://podcasts.apple.com/us/podcast/the-best-ever-cre-show/id904025246 Key Takeaways Why traditional heavy value-add in Class B and C multifamily is crowded in many Southeast markets, and where Matt still sees upside in mismanaged and newer 10–15-year-old assets.How public-private partnerships, tax abatements, and programs tied to AMI can dramatically improve new-build and redevelopment returns by reducing the real estate tax burden.Matt’s thesis for diversifying into newer multifamily, hotels, and a debt fund to blend dependable cash flow with long-term appreciation potential.The growing importance of strong operating reserves, conservative leverage, and planning for insurance spikes, tax hikes, and other “unknowns” instead of assuming smooth sailing.Why many LPs are burned by recent vintages, how funds can offer diversification versus single-asset deals, and what passive investors should look for in terms of operator experience, fund terms, NAV updates, and liquidity.Books mentioned Raising Private Capital: Build Your Real Estate Investing Empire with Other People's Money by Matt Faircloth – https://store.biggerpockets.com/products/raising-private-capital-revised-edition (BiggerPockets Bookstore) Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by August Biniaz. August walks through what it really takes to launch and scale a real estate private equity firm, from finding your place between mom-and-pop operators and institutional giants to structuring a business that can attract serious capital. He breaks down the three core pillars of a PE firm—acquisitions, asset management, and investor relations—and how he’s used content, LinkedIn, webinars, and a tight CRM system to raise millions from high-net-worth investors. August and Kent also dig into the “multifamily clock,” why today feels closer to the bottom of the cycle, where he’s finding distressed opportunities (like San Antonio), and how CPI’s new mutual fund trust lets Canadian investors use retirement funds to access U.S. multifamily. Where to find August: Website: CPI Capital Bio: CPI Capital – August BiniazPodcast: Real Estate Investing Demystified LinkedIn: August Biniaz Key Takeaways Launching a real estate private equity firm takes more than confidence—you need the right niche, partners, and a willingness to operate in a “middle market” space between mom-and-pop deals and giant institutional players.Successful firms are built on three core verticals: acquisitions (finding and underwriting deals), asset management (executing the business plan), and investor relations/marketing (raising and nurturing capital at scale).Building investor trust starts long before a deal goes live—through consistent branding, educational content, podcasts, LinkedIn thought leadership, webinars, conferences, and a disciplined CRM plus weekly newsletter to nurture warm leads.Many new syndicators stumble by overestimating what their database can actually raise, leaning too hard on friends and family who don’t yet see them as “real estate people,” or ignoring the serious compliance risks around securities laws in both the U.S. and Canada.August’s “multifamily clock” framework highlights how interest rates drive the cycle; with distress, foreclosures, and note haircuts showing up in markets like San Antonio, he sees real opportunity to buy below replacement cost while also expanding into build-to-rent and retirement-account-friendly fund structures. Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio

On this week’s episode, Kent is joined by Chris Zona. Chris shares how investors can use litigation not as a defensive tool but as a powerful offensive strategy to unlock value in distressed and value-add real estate deals. He explains how buying non-performing notes, enforcing loan covenants, and strategically using foreclosure or receivership actions can give investors control and create strong returns. Chris also talks about where these opportunities are most abundant and how his background as an Air Force JAG shaped his disciplined and strategic mindset. Where to find Chris: Website: Mandelbaum Barrett PC – Christopher T. ZonaLinkedIn: LinkedInKey Takeaways Litigation can serve as an offensive investment strategy to create alpha in distressed and value-add deals.Investors can buy non-performing notes at a discount and use loan covenants to take control or renegotiate favorable terms.Tools like foreclosure, receiverships, and lockboxes help investors secure or stabilize assets without necessarily owning them.Smaller investors and operators can find opportunities by targeting regional banks and smaller loan portfolios.Success in this space requires persistence, creativity, and a strong understanding of both legal and market dynamics.Books mentioned Vince Flynn – Mitch Rapp thriller series – Official Mitch Rapp book list Check us out on socials:  Instagram LinkedIn Youtube https://hudsoninvesting.com/ Production by Outlier Audio