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In this eye-opening episode of the BigMikeFund Podcast, Big Mike explores Employee Stock Ownership Plans (ESOPs) with expert Matt Middendorp. Recorded during the holiday season, they break down how ESOPs serve as a powerful exit strategy for business owners—preserving control, legacy, and community impact while rewarding employees with retirement ownership. Matt explains the mechanics: creating a trust that buys shares (often 100% over time), tax advantages (S-Corp ESOPs can eliminate federal/state taxes), seller financing, annual valuations, and vesting. Ideal for profitable companies seeking long-term transitions, ESOPs differ from stock options by being qualified retirement plans with no direct employee investment. From feasibility studies to real-world examples, discover why ESOPs attract talent, boost retention, and offer tax-efficient wealth transfer—perfect for owners pondering succession without selling to private equity. About the Guest: Matt Middendorp is a leading ESOP consultant and founder of resources like ESOPReady.com, specializing in guiding business owners through employee stock ownership transitions. With deep expertise in tax-advantaged structures, he helps companies implement ESOPs to maintain control, reward teams, and secure legacies—while avoiding common pitfalls. HIGHLIGHTS OF THE EPISODE 0:00 - Welcome to the BigMikeFund Podcast 0:19 - Guest Introduction: Matt Middendorp 0:48 - ESOP Overview: Business Transition & Legacy Tool 2:03 - ESOP Purpose: Control, Identity, Legacy Preservation 3:18 - ESOP vs. Stock Options Differentiation 4:57 - Trust Structure: Trustee Represents Employees 6:32 - Tax Advantages: 100% ESOP-Owned S-Corp Pays No Federal/State Taxes 7:30 - Installment Sale & Seller Financing Common 9:08 - Qualified Retirement Plan: Distributions Taxed Later 10:17 - Prohibited Transactions Avoided via Beneficiary Ownership 13:00 - Key Employees Rewarded via Phantom Shares/SARs 13:56 - Annual Independent Valuation Sets Share Price 15:22 - Vesting & Payout Rules on Departure 17:02 - Publix ESOP Example: Long-Term Employee Millionaires 19:09 - Feasibility Study Process 21:35 - Strategic Tool, Not Just Exit Plan 22:48 - Construction Company ESOP Case (Closed 12/31) 24:04 - Governance: Sellers on Board + Independent Member 26:39 - When to Consider ESOP: Anytime Transition Planning 27:28 - Resources: esopready.com & NCEO.org 34:23 - How to Get Started: Assessment & Free Consultation If you found this episode substantial and want to dig deeper into real estate, or maybe you want to discover better investment opportunities, be sure to check out www.tempofunding.com. CONNECT WITH US: Website: www.tempofunding.com Youtube: / @tempoinvestments LinkedIn: / mzlotnik Facebook: https://web.facebook.com/TFmanagement... X: / management_tf CONNECT WITH THE GUEST Direct Line: 715-897-0879 Email: matt.middendorp@visionpointcapital.com LinkedIn: / mattmiddendorp Vision Point Capital: https://www.linkedin.com/company/visi... Website: https://esopready.com/ #ESOP #EmployeeOwnership #BusinessTransition #TaxAdvantages #QualifiedRetirementPlan #LegacyPlanning #EmployeeRetention