Mailbox Money Show

Gary Lipsky - Is Multifamily Coming Back?

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 Hill and co-host Nate Hambrick on the Mailbox Money Show with multifamily veteran Gary Lipsky as they discuss whether multifamily is poised for a comeback. Gary shares insights from years of experience on navigating high interest rates, declining valuations, shifting rent growth, and the importance of strong market knowledge, disciplined underwriting, and long-term holds. The conversation covers current cap rate opportunities, surviving challenging cycles, the power of cash flow, and why patience and operator expertise matter more than ever. Gary Lipsky is the President and CEO of Break of Day Capital, with over 1,400 multifamily units as GP. He is a two-time bestselling author and a seasoned operator focused on disciplined, long-term multifamily investing. This episode offers practical wisdom for both passive investors and operators on positioning for the next phase of the multifamily cycle. TIMESTAMPS 00:45 - Welcome to the Mailbox Money Show with Gary Lipsky 01:19 - Nate Hambrick on Current Multifamily Opportunities 02:06 - Gary Lipsky Introduction & "Survive Till 25" Mindset 02:48 - Cap Rate Expansion & 2021-2022 Valuation Losses 04:21 - Strategy Shift from Big Value-Add to Core-Plus Focus 05:38 - Advice for Investors Facing Challenges & Capital Calls 06:32 - Importance of Deep Market Knowledge & Off-Market Deals 09:12 - Changing Exit Strategies & Longer Hold Periods 10:34 - Investor Psychology, Herd Mentality & Unloved Assets 13:41 - Cash Flow Importance & Being a Free Agent Investor 14:41 - Multifamily Outlook for Next 12-24 Months 19:30 - Personal Portfolio Diversification & Liquidity Needs 23:12 - Connect with the Guest Connect with the Guest: Invest Smart Summit: http://investsmartsummit.com/ Website: http://breakofdaycapital.com/ #MultifamilyInvesting #RealEstateCycles #CashFlowInvesting #MarketTiming #InvestorPsychology #ValueAddStrategy #CapitalPreservation

Feras Moussa - Why Multifamily Investors Are Buying Businesses

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 Hill and co-host Nate Hambrick on the Mailbox Money Show with Feras Moussa of Disrupt Equity. Feras shares how his team has scaled to over 7,000 multifamily units and $1B+ in real estate, then expanded into private equity through their M&A Launchpad — acquiring cash-flowing businesses that deliver significantly higher yields than traditional real estate. The conversation explores the transition from multifamily to buying businesses, the massive cash flow potential (often 3-5x multiples vs. real estate cap rates), working capital considerations, seller psychology, risk management, and creative deal structuring. Feras Moussa is the founder of Disrupt Equity, a real estate investment firm with over 7,000 units and $1B+ in transactions. He recently launched the M&A Launchpad to acquire and scale operating businesses alongside multifamily investments. TIMESTAMPS 0:47 - Welcome to the Mailbox Money Show with Feras Moussa 1:37 - Nate Hambrick’s Positive Experience Investing with Disrupt Equity 1:53 - Feras Moussa Background & Shift from Multifamily to Private Equity 3:17 - Why Higher Cash Flow Led to Buying Businesses 6:10 - Cap Rates vs. EBITDA Multiples Explained 7:48 - Operating Businesses is Harder Than Multifamily 9:49 - Ideal Business Size: $1M+ EBITDA Sweet Spot 11:44 - Challenges of Acquiring Businesses & Seller Emotions 14:31 - SBA Loans, Creative Structuring & Protecting Downside 16:26 - Risk-Adjusted Returns & Hedging in Business Acquisitions 20:02 - Working Capital Importance in Business Deals 23:10 - Roll-Up Strategy & Multiple Arbitrage Opportunities 25:10 - How to Connect with Feras Moussa & Disrupt Equity CONNECT WITH THE GUEST Email: feras@disruptequity.com LinkedIn: https://www.linkedin.com/in/feras-moussa-2072a1196/ Instagram: @feras.moussa #PrivateEquity #BuyingBusinesses #CashFlowInvesting #MultifamilyToMNA #InvestorMindset #EBITDAMultiples #DealSourcing

Troy Eckard - Oil and Gas Investing Explained

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 Hill and co-host Nate Hambrick on the Mailbox Money Show for a clear, practical breakdown of oil and gas investing with industry veteran Troy Eckard. The conversation covers the massive tax advantages (up to 80-90% deductions in year one), strong cash flow potential, current supply disruptions driven by geopolitical events, and why oil prices are likely to remain elevated for the next 12–24 months. Troy shares his four decades of experience, explains the shift from risky vertical drilling to modern horizontal wells with high success rates, the importance of working with proven operators, and how to evaluate deals as a passive investor. Troy Eckard is the founder of Eckard Enterprises with over 40 years in the oil and gas industry. His firm has deployed more than $1.4 billion in capital across working interests, mineral rights, and infrastructure, including ownership of the second-largest natural gas pipeline in the Gulf of Mexico. TIMESTAMPS 0:47 - Welcome & Overview 1:40 - Nate Hambrick on Profit, Quick Payback & Tax Benefits 2:37 - Introducing Guest Troy Eckard & Eckard Enterprises 3:03 - Troy's 40 Years in Oil & Gas: From Old Rigs to Modern Technology 3:41 - Geopolitical Events (Iran/Straights of Hormuz) & Oil Price Impact 4:32 - Why Oil Should Be $150–$200/Barrel Given Current Disruptions 6:12 - Supply Shortages, Strategic Reserves & Delayed Drilling Response 10:03 - Physical Delivery Contracts vs. Futures & Near-Term Price Outlook 12:30 - Why Producers Are Laying Down Rigs Despite $100+ Oil 13:42 - Ancillary Opportunities & Risks in Oil & Gas Services 16:04 - Lessons from COVID-Era Negative Oil Prices & Captive Audience 18:26 - Building a Large Investor Base Through Education & Low-Pressure Model 20:38 - Risk Management: Focus on the "Who" (Operator Track Record) 22:05 - Modern Horizontal Drilling: Near-Zero Dry Hole Risk 23:10 - Technology Improvements & AI in Oil & Gas 23:48 - Connect with Troy Eckard CONNECT WITH THE GUEST Website: http://eckardenterprises.com/ App: Eckard Insight #OilAndGasInvesting #TaxAdvantages #EnergyInvesting #GeopoliticalRisk #PassiveIncome #InvestorEducation #CommodityInvesting

Paul Moore - THIS IS WHY INVESTORS LOSE MONEY

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 Hill on the Mailbox Money Show as Paul Moore reveals why so many investors lose money—and how to avoid the common pitfalls. Paul shares his candid story of building millions after selling his staffing company, only to lose it all by 2008 through speculation rather than true investing. He explains the key lessons that shaped Wellings Capital’s disciplined approach: focusing on conservative structured deals (preferred equity and JV hybrid), strong operators, and durable assets in multifamily, self-storage, mobile home parks, and more. The conversation covers the risks of over-leverage and lofty projections, the power of base-hit returns, visionary-integrator dynamics, and why capital preservation beats chasing high IRRs. Paul Moore is the founder of Wellings Capital and author of The Perfect Investment and Storing Up Profits. He has interviewed hundreds of investors to uncover what creates lasting success in real estate. TIMESTAMPS 00:45 - Welcome to the Mailbox Money Show! 01:29 - Paul Moore's Journey: From Staffing Exit to Losing Millions by 2008 03:09 - Life Happens For Us: Learning from Failures 03:55 - Interviewing 238 People on "How to Lose Money" 04:25 - Discovering Traction & EOS – Finding Integrator Ben 06:37 - Visionary-Integrator Relationship in Business 07:36 - How Paul Hired & Promoted Ben to 50% Partner 10:43 - Shifting from Operator to Fund Model at Wellings Capital 12:49 - Preferred Equity & JV Hybrid Equity Structures 15:14 - Investor Demand for Cash Flow & Safer Deals 16:24 - 2022 Rate Hikes Exposed Market Problems 18:34 - Buffett & Munger Approach: Focus on Intrinsic Value 21:18 - Recommended Books & Resources for Investors 25:23 - Why 15% Risk-Adjusted Returns Are Strong in Today's Market 28:17 - Base Hits Philosophy: Don't Lose Money 30:43 - Closing Takeaways & How to Connect CONNECT WITH THE GUEST Website: wellingscapital.com Get Paul's Book: wellingscapital.com/resources #RealEstateInvesting #CapitalPreservation #PreferredEquity #InvestorMindset #MultifamilyInvesting #VisionaryIntegrator #WealthBuilding

Jack Hoss - AI Won’t Replace You. But Someone Using It Might.

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 Hill on the Mailbox Money Show for another insightful conversation with Jack Hoss on how AI is transforming real estate investing, business operations, and personal productivity. In this episode, Jack shares practical ways investors and operators can leverage AI tools today—from AI agents handling lead response and property management to streamlining deal analysis, tenant communications, and operations—while emphasizing the importance of staying ahead of rapid technological change. Jack discusses building systems that amplify human strengths rather than replacing them, the massive efficiency gains available (including potential seven-figure savings on SaaS tools), current limitations and risks like token costs, security, and prompt injection, and why the winners in the coming years will be those actively using AI rather than fearing it. About Jack Hoss: Jack Hoss is a real estate investor and operator who has flipped and wholesaled hundreds of properties. He is the host of the RealDealChat podcast and helps investors scale their businesses through smarter operations and cutting-edge tools, including AI. TIMESTAMPS 00:44 - Welcome to the Mailbox Money Show 01:36 - Guest Intro: Jack Hoss & RealDealChat Podcast 02:17 - Jack's Journey from Microsoft Corporate Job to Real Estate Investing 03:27 - Historical Technological Shifts & Current AI Disruption 04:14 - AI Tools for Massive Efficiency Gains & SaaS Cost Savings 05:19 - Replacing SaaS Stack with AI in Real Estate Operations 06:59 - Hiring & Vetting AI Talent / Certifications & Experiments 08:34 - Bill Gates Story & Deliberate Practice with AI Tools 09:22 - OpenClaw / Agentic AI Experience, Costs & Security Risks 10:54 - Future of AI, Rapid Model Releases & Energy Consumption Challenges 12:41 - Nuclear Energy as a Solution to AI Power Demands 14:56 - Practical AI Applications: Speed to Lead & Property Management Agents 16:47 - Maintaining Authenticity & Human Oversight with AI 19:23 - Training Custom AI on Personal Data for Authentic Voice 21:34 - Low-Hanging Fruit: AI for Deal Follow-Up, Buy Box Guardrails & Operations 23:52 - Recommended Time Investment & Subscriptions for AI Learning 27:14 - Using Projects in ChatGPT for Persistent Context & Memory 30:14 - How to Connect with Jack Hoss CONNECT WITH THE GUEST Website: realdealcrew.com | assessment.realdealcrew.com #AIinRealEstate #RealEstateTech #ArtificialIntelligence #InvestorMindset #BusinessEfficiency #FutureOfInvesting #DealSourcing