S2 E15: Selling Your Business with Kyle Glenn

S2 E15: Selling Your Business with Kyle Glenn

Matthew Gray hosts The Financially Fit Couple and interviews Kyle Glenn, a CERTIFIED FINANCIAL PLANNER and Certified Exit Planning Advisor, about selling a business as part of retirement planning. Glenn explains common triggers for selling—retirement, margin pressure from inflation, employee turnover, and burnout. He also notes research showing roughly 80% of listed businesses don’t sell, making exits less likely to succeed than surviving a startup’s first decade. They discuss what makes an exit “successful,” emphasizing liquidity outside the business and readiness for life after ownership.  Key obstacles include overestimating value, poor financial records, key-person dependency, and psychological hesitation that can derail deals. Glenn outlines finding buyers via networks or M&A advisors, using teasers and NDAs, and preparing 3–5 years in advance. He also reviews asset vs. stock sale tax implications, allocation to goodwill, QSBS, and charitable strategies. Kyle recommends every business owner build a core team of CPA, exit planner, and financial planner plus resources like the Exit Planning Institute’s State of Owner Readiness survey. 00:37 Meet Kyle Glenn 03:12 Why Owners Sell 07:30 What Makes an Exit Work 12:05 Top Sale Obstacles 16:28 Mindset and Motivation 21:54 Finding the Right Buyer 26:08 Taxes and Deal Structure 32:22 Build Your Exit Team 36:39 Resources and Wrap Up Resources Kyle Glenn Kyle's bio [https://www.glenn-financial.com/who-we-are] Kyle's LinkedIn [https://www.linkedin.com/in/glennkyle/] Exit Planning Institute's Research on Owner Readiness [https://exit-planning-institute.org/state-of-owner-readiness] Glenn Financial is not affiliated with Schrock Financial or LPL Financial. Neither LPL Financial nor it's affiliated advisors provide business valuations or any activity that matches buyers and sellers.  Schrock Financial and LPL Financial do not provide legal advice or tax services.  Please consult your legal advisor or tax advisor regarding your specific situation. Matthew Gray https://www.linkedin.com/in/matthew-gray-cfp%C2%AE-5a2144134/ https://schrockfin.com/ Securities and advisory services offered through LPL Financial, a registered investment advisor, Member FINRA [https://www.finra.org/]/SIPC  [https://www.sipc.org/]

S2 E14: Financing Residential Investment Property with Sol Skolnick

Matthew Gray interviews mortgage banker Sol Skolnik (“Professor Home Loan”) about financing residential investment properties. Skolnik explains his background entering lending in 2006 and why sustainable loan fit matters after seeing risky pre-crash products. They cover who should consider rentals, including portfolio diversification, landlord responsibilities, and using managing agents.  Skolnik outlines key financing options, evaluating areas and rental markets, using inspections, lender qualification factors, and pre-approvals vs TBD commitment letters. Sol also goes through the differences between brokers, mortgage banks, and depository banks. Stay tuned to the end to learn how to contact Skolnik for a free book and lending coverage. 00:37 Meet Professor Home Loan 01:36 Saul’s Mortgage Journey 04:08 Why Sustainability Matters 06:31 Should You Buy Rentals? 08:23 Financing Options Overview 13:33 Rates Terms and Down Payments 15:21 Picking Markets and Pros 17:14 Inspections and Risk Checks 18:34 What Lenders Evaluate 20:33 Picking the Right Market 21:26 Financing and Preapproval Limits 23:25 TBD Commitment Letters 26:02 Choosing Lenders and Brokers 32:18 Refinancing and Doing the Math 33:41 Landlord Responsibilities Reality 37:01 Wrap Up and Disclosures Resources Sol Skolnick 914-380-0600 sskolnick@unitedmortgage.com [sskolnick@unitedmortgage.com] https://solskolnick2.book.live/mortgage-lenders-buyers-book Matthew Gray https://www.linkedin.com/in/matthew-gray-cfp%C2%AE-5a2144134/ https://schrockfin.com/ Securities and advisory services offered through LPL Financial, a registered investment advisor, Member FINRA [https://www.finra.org/]/SIPC  [https://www.sipc.org/]

S2 E13: Building a Business Beyond Yourself with Brad Cohen

Matthew Gray interviews Harrisonburg/Shenandoah Valley REALTOR® Brad Cohen about moving from solo agent to building Connexa, a boutique brokerage. Brad shares his early start in real estate as a college student, selling 27 homes his first year by networking, taking undesirable leads, and learning business-building skills not taught in licensing.  Brad explains the necessity and vision behind starting Connexa. He highlights the grind of the first year, leaving significant income, hiring his first full-time employee, adding agents, and buying an office in 2024. He discusses unexpected management demands, mentorship, turnover, and balancing marriage with business ownership. Stay tuned at the end for his brief thoughts on the value of a college education based on his life experience! 00:38 Meet Brad Cohen 01:38 Brad’s Origin Story 03:16 First-Year Breakthrough 06:41 Brokerages and Models 12:01 Why Build a Team 17:45 Crunching the Numbers 20:45 Scrappy Startup Year One 24:49 Expected vs Unexpected 27:15 Learning to Lead People 30:55 Marriage Amid the Grind 32:25 Work Life Counterbalance 35:18 Team Turnover and Rebuild 36:56 Boutique Vision and Equity 40:39 Survive to Thrive Stage 41:47 Advice for New Owners 45:21 Is College Necessary? 48:17 Hiring for Grit and Network 49:15 Where to Connect and Wrap Resources Brad Cohen https://connexare.com/agents/brad-cohen Matthew Gray https://www.linkedin.com/in/matthew-gray-cfp%C2%AE-5a2144134/ https://schrockfin.com/ Securities and advisory services offered through LPL Financial, a registered investment advisor, Member FINRA [https://www.finra.org/]/SIPC  [https://www.sipc.org/]

S2 E12: Biblically-Based Investing with Josh Hanna

Matthew Gray interviews Josh Hanna, of Inspire Investing, about faith-based, biblically responsible investing. Josh explains his shift from broad index funds after discovering exposure to abortion and pornography, and describes stewardship as owning part of a business and profiting from its activities.  Inspire uses a proprietary Inspire Impact Score with eight negative screens—abortion, pornography, exploitation, LGBT activism, cannabis, alcohol, tobacco, and gambling—with a no-tolerance exclusion approach, plus a positive scoring system that rewards best-in-class ethical practices. He also details corporate engagement via proxy voting and advocacy, citing Costco’s decision not to stock mifepristone after extended engagement.  00:38 Meet Josh and Inspire 04:28 Stewardship and Ownership 05:42 Biblical Screens vs ESG 10:05 Inspire Three Part Approach 12:02 Embrace Good and Engage 16:13 Impact Score and Exclusions 17:42 Consumer vs Investor Choices 20:27 Building Diversified ETFs 22:58 Common Objections Answered 27:12 Returns and Real Impact 30:11 How to Learn More Resources Josh Hanna and Inspire ETFs InspireInsight.com InspireETF.com Matthew Gray https://www.linkedin.com/in/matthew-gray-cfp%C2%AE-5a2144134/ https://schrockfin.com/ Securities and advisory services offered through LPL Financial, a registered investment advisor, Member FINRA [https://www.finra.org/]/SIPC  [https://www.sipc.org/]

S2 E11: Teaching Your Kids About Money with Rebecca Irey

Matthew Gray interviews Rebecca Irey, founder and CEO of Blue Sky Financial and a mother of seven, about raising financially independent kids through practical, hands-on experiences. Rebecca shares early lessons like having her daughter earn money for a “My Size Barbie,” using savings interest as incentive, and teaching budgeting by assigning kids responsibility for planning and buying groceries to cook for the family.  They discuss why many adults lack basic financial skills due to limited schooling and busy households. Rebecca emphasizes making money tangible with envelope systems and teaching “money is a game,” including playing Robert Kiyosaki’s Cashflow game. Rebecca stresses high expectations, letting kids try and fail at home to build resilience, and listening to teens’ perspectives. She also notes kids may still form different economic views as adults. 00:38 Meet Rebecca Irey 01:48 First Business at 12 04:09 Early Finance Career 05:18 My Size Barbie Lesson 08:55 Why Kids Miss Money Skills 11:55 Practical Money Training 15:15 Cashflow Game Mindset 17:29 Raising Capable Adults 24:22 Let Kids Fail Safely 26:43 Building Resilience Mindset 30:40 Generations And Money Beliefs 32:42 When Kids Reject Your Values 41:00 First Steps And Resources 43:04 Seeing Through Their Eyes Resources Cash Flow Game [https://store.richdad.com/collections/board-games?gad_source=1&gad_campaignid=20065921866&gbraid=0AAAAADtuwcc4wnAX1pq7G_9KQcmkE3EY8&gclid=Cj0KCQjwh-HPBhCIARIsAC0p3ccsacqjsbLAyhYM7YDl7zel4QhKUA9g28176-gpo_ZF84kIYB15ZyoaAq6VEALw_wcB] The Coddling of the American Mind [https://www.thecoddling.com/] Antifragile [https://www.amazon.com/Antifragile-Things-That-Disorder-Incerto/dp/0812979680] The Anxious Generation [https://www.anxiousgeneration.com/book] Socratic Circles [https://www.amazon.com/Socratic-Circles-Fostering-Critical-Creative/dp/1571103945] Rebecca Irey https://blueskyefinancial.com/ LPL Financial and Blue Skye Financial are separate entities.  Matthew Gray https://www.linkedin.com/in/matthew-gray-cfp%C2%AE-5a2144134/ https://schrockfin.com/ Securities and advisory services offered through LPL Financial, a registered investment advisor, Member FINRA [https://www.finra.org/]/SIPC  [https://www.sipc.org/]