Mailbox Money Show

Mikey Taylor Live Podcast Interview

Get my new book: https://bronsonequity.com/fireyourself Download my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflation In this episode of The Mailbox Money Show, Bronson Hill sits down with former professional skateboarder, entrepreneur, real estate investor, and current mayor pro tem of Thousand Oaks, California — Mikey Taylor. Recorded right in Mikey’s own office, this conversation goes far beyond skate culture and business. Bronson and Mikey dive into the evolution of Mikey’s career: from turning street skateboarding into a global platform, to founding and selling the iconic craft brewery St. Archer to MillerCoors, to building a real estate investment company, and ultimately stepping into public service. Mikey opens up about identity, risk, and reinvention — and how facing the end of a dream forced him to build a future with intention. If you’re interested in entrepreneurship, investing, personal growth, or simply hearing an honest conversation with someone who’s reinvented himself multiple times, this episode is a must-listen. 0:42 - Episode Intro 0:49 - Guest Intro: Mikey Taylor's Background 1:31 - Pro Skateboarding Career Start 2:10 - Planning Life After Skateboarding 2:56 - Pros/Cons of Pro Skateboarding 5:26 - Cons: Uncertainty and Injury Risk 6:10 - Transition from Skateboarding 6:21 - Discovering St. Archer Brewery Idea 7:20 - Pressure to Prove Stability 9:11 - Sale to Miller Coors 10:40 - California Lifestyle Lens 12:49 - Reflections on Charlie Kirk's Passing 14:14 - Jordan Peterson on True Belief 16:07 - Choice: Trapped or Free Expression 17:25 - Living Authentically Amid Backlash 21:32 - Future: Politics or Business? 23:40 - 2025 Multifamily Deals Outlook 24:00 - Challenges in Raising Equity 26:17 - Housing Crisis: Deregulation Solution 29:21 - California Apathy and Exodus 31:50 - Need for Political Balance 35:02 - Connect with Mikey Taylor Connect with the Guest: Instagram: @mikeytaylor Facebook: https://www.facebook.com/RealMikeyTaylor/ Youtube: https://www.youtube.com/c/mikeytaylor LinkedIn: https://www.linkedin.com/in/mikey-taylor-1607b3111/ #MultifamilyInvesting #EntrepreneurJourney #SkateboardingToBusiness #AuthenticLiving #RealEstateDeals #CaliforniaHousing #PersonalValues

Gideon Spencer - Upgrade Your Investor Mindset

Get my new book: https://bronsonequity.com/fireyourself Download my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflation Join Bronson and Nate on another episode of the Mailbox Money Show with Gideon Spencer, boutique hotel investor and host of The Hunt for Incredible. Gideon shares how mindset drives success, recounting his pivot to boutique hotels amid his wife's illness and family health crises. Learn the WAVES method (Why, Authenticity, Values, Exploration, Statement) for decision-making, uprooting self-limiting beliefs through journaling, and leveraging high-leverage rooms for growth. Discover why boutique hotels offer superior returns in a saturated multifamily market, and how habit stacking amplifies personal development. Tune in! 0:48 - Guest Intro: Gideon Spencer 1:18 - Evaluating New Asset Classes 1:43 - Hearing Ideas 7 Times for Retention 2:35 - Value of Boutique Events and Rooms 3:09 - Targeted Networking Over Large Conferences 4:41 - Magic of Peer Masterminds 5:28 - Nate's Take: Life-Changing Room Insights 8:21 - Gideon's Personal Development Approach 8:43 - High-Leverage Questions for Growth 9:22 - Discovering Authentic Self Beyond Narratives 10:16 - Landmark Forum: Breaking Childhood Stories 11:19 - Overcoming Multiple Limiting Beliefs 17:08 - Habit Stacking for Multi-Benefit Growth 18:29 - Pivot to Boutique Hotels Amid Crisis 22:12 - Scaling to Commercial RE for Security 22:46 - Joining Hotel Owner Groups for Mindset 23:53 - Reality Shift: Hotels as Routine Investments 25:25 - Becoming the Person for Big Outcomes 25:44 - Journaling Process for Goal Clarity 28:11 - Hotel Investing vs. Apartments for Passives 30:46 - Connect with Gideon: Instagram and Podcast Connect with the Guest: Instagram: @gideonspencer_ Podcast: "The Hunt for Incredible" #InvestorMindset #BoutiqueHotels #PersonalGrowth #PassiveInvesting #WAVESMethod #LimitingBeliefs #WealthBuilding

Amanda Han and Matt MacFarland - Real Estate Tax Strategies

Get my new book: https://bronsonequity.com/fireyourself Download my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflation In this episode of the Mailbox Money Show, Bronson and Nate sit down with leading real estate tax strategists Amanda Han and Matt MacFarland to unpack the most effective tax strategies for real estate investors today. Amanda is a CPA and real estate investor with a degree from UNLV, over two decades of tax planning experience, and national features in outlets like CNBC, Money Magazine, and Google Talks. Matt is a CPA with an accounting degree from UCLA and a Masters in Taxation from USC, specializing in tax strategies for real estate investors and high-net-worth clients for over 20 years. Together, Amanda and Matt explain why taxes are the greatest lever for growing wealth, how proactive planning can dramatically reduce tax burdens, and why most investors miss the biggest deductions available to them. They break down how high-income earners can use real estate to offset taxes, why timing matters in tax planning, and the common misconceptions that hold investors back. TIMESTAMPS 00:41 - Episode Overview 01:06 - Nate's Low Effective Tax Rate Story 01:39 - Tax Challenges for High-Net-Worth Investors 02:01 - CPAs vs. True Tax Strategists 02:24 - Guest Intro: Amanda Han and Matt MacFarland 03:29 - Guests' Background in Real Estate and Big Four 04:37 - Starting a Firm for Everyday Real Estate Investors 05:19 - Tax Rate Disparities: Self-Employed vs. Real Estate Investors 07:04 - Overcoming CPA Conservatism and Audit Fears 07:46 - Introducing Tax Strategy to New Clients 08:54 - Proactive Tax Planning Before Major Life Events 09:36 - Tax Avoidance vs. Evasion Explained 09:47 - Strategies for Business Exits and Big Gains 11:04 - Planning 2-3 Years Ahead for Large Exits 11:42 - Opportunity Zones: Deferral and Tax-Free Growth 13:30 - Navigating Tax Law Changes and Self-Education Resources 15:53 - Role of ChatGPT in Tax Planning 17:47 - Offsetting Gains from Development Projects 20:08 - New 100% Write-Off for Manufacturing Real Estate 21:40 - Unique Real Estate Niches for Tax Benefits 23:02 - Foundational Buy-Create-Refi-Depreciate Strategy 24:58 - Key Questions to Vet a Tax Strategist 26:48 - Lifetime Tax Losses for Physicians 28:57 - Real Estate Marriage Tax Loophole 29:52 - Short-Term Rental Loophole for W-2 Offset 30:54 - Closing and Contact Info 31:52 - Debrief: Value of Tax Strategists and Resistance Mindset Connect with the Guest: Website: https://www.keystonecpa.com/ Instagram (Amanda Han): @amanda_han_cpa Youtube (Amanda Han): https://www.youtube.com/@amandahancpa #TaxStrategy #RealEstateInvesting #WealthBuilding #PassiveIncome #OpportunityZones #CPATips #MailboxMoney

Josh Conley - Passively Investing in Marinas

Get my new book: https://bronsonequity.com/fireyourself Download my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflation In this episode of The Mailbox Money Show, host Bronson Hill and co-host Nate Hambrick dive into one of the most unique—and overlooked—real estate asset classes in the U.S.: marinas. With over 10,000 marinas nationwide and less than 5% consolidated by major operators, this niche offers remarkable opportunities for passive investors seeking strong cash flow, high occupancy, and compelling returns. Joining the show is Josh Conley, COO of New Haven Marinas. Coming from a successful background in oil and gas, Josh now leads operations in a rapidly expanding marina portfolio backed by private equity partners. He grew up around marinas, understands the culture, and now helps investors access an asset class that behaves like “multifamily on the water”—with year-round demand, surprisingly low turnover, and impressive IRRs. Josh shares what makes marina investing so attractive, how it compares to more traditional real estate categories, what risks operators must navigate, and why this sector is poised for significant consolidation and growth. If you're curious about alternative real estate opportunities, want to understand the economics of marinas, or are looking for ways to diversify beyond multifamily and self-storage, this conversation opens the door to a whole new world of mailbox money. TIMESTAMPS 00:42 – Season 4 kickoff of the Mailbox Money Show 01:16 – Buying insurance contracts as an investment 02:38 – Guest Intro: Josh Conley 03:36 – Leaving corporate after repeated layoffs 04:41 – How Josh entered the oil & gas world 05:54 – Transition from oil & gas to buying marinas 07:18 – Marinas as “multifamily on the water” 08:31 – U.S. marina fragmentation: only 5% consolidated 09:28 – Typical slip sizes, occupancy, and pricing 10:21 – Evictions and turnover dynamics in marinas 12:40 – Why marinas maintain near-100% occupancy 13:37 – Underpriced, mom-and-pop marina opportunities 16:59 – Typical marina deal structure and leverage 17:40 – Cap rates: marinas vs multifamily 18:44 – Target returns: 30%+ IRR 18:56 – Major risks: weather, flooding, drought 22:41 – Marina revenue mix: slips + ancillaries 24:36 – Private equity entering the marina space 27:39 – Comparing marinas to other niche asset classes 33:38 – How to connect with Josh and New Haven Marinas 35:03 – Why investors should learn the marina space now 36:50 – Final takeaways on high-cash-flow marinas Connect with the Guest: Website: newhavenmarinas.com #MarinaInvesting #AlternativeAssets #CommercialRealEstate #RealEstateInvesting #CashFlowStrategies #PassiveIncome #MarinaOperations

Denis Shapiro - Investing in Real Estate Niches

Get my new book: https://bronsonequity.com/fireyourself Download my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflation Welcome to our latest episode! Join Bronson today for an episode with Denis Shapiro, author of The Alternative Investment Almanac and Managing Partner of SIH Capital Group. Denis dives into his evolution from government work to real estate syndication, spotlighting niches like LIHTC affordable housing and Jersey Shore boutique hotels. Explore market timing for 2025 acquisitions, contrarian strategies amid cooling multifamily sentiment, and offbeat personal plays like litigation finance—all geared toward passive investors chasing cash flow, appreciation, and tax perks. Unpack why niches beat broad plays, how lower LTVs and refi-friendly loans create windfalls, and tips for vetting operators while balancing life stability. TIMESTAMPS 0:41 — Guest Intro: Denis Shapiro 1:23 — From Government to Investing: Early Days & Syndication Pivot 3:46 — Progression: LP to JV to Operator 7:14 — Re-Engaging the Entrepreneur Bug in Real Estate 7:56 — What Makes a Great Operator: Stability, Time, & Team Structure 10:17 — Vetting Operators as a Passive Investor 11:03 — Shift to Affordable Housing & Hospitality 12:45 — LIHTC Properties: Low-Income Tax Credits Explained 14:28 — Niches Like Tax Abatements & Grants 15:39 — Riches in the Niches: Learning Curve in Affordable Housing 16:37 — Hospitality Opportunities: Jersey Shore Turnarounds 17:55 — Boutique Hotels: Location Over Room Count 19:02 — Seller-Financed Deals & Family Legacies 20:25 — Contrarian Investing: Greedy When Others Are Fearful 21:28 — 2025 Outlook: Lower Rates, Better Pipelines 23:48 — Loan Structures: 3-2-1 Prepayments & Refi Goldilocks 25:27 — Low LTVs: Margin of Safety for LPs 27:17 — Ideal Setup for Multifamily Windfalls 28:11 — Exciting Side Plays: Turnkey Multis & Litigation Finance 30:08 — Personal Investments: Sports Ownership & Marinas 32:07 — Where to Follow Denis Book: "The Alternative Investment Almanac by Denis Shapiro" Email: Denis@SIHCapitalGroup.com Website: https://sihcapitalgroup.com/ X: https://x.com/sihcapital?lang=en Instagram: https://www.instagram.com/sihcapitalgroup/?hl=en Linkedin: https://www.linkedin.com/in/denisshapiro #AlternativeInvesting #AffordableHousing #HospitalityRealEstate #RealEstateSyndication #LIHTC #ContrarianInvesting #PassiveIncome