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- 🇰🇪KE · Entrepreneurship#191500 to 3K
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250 to 1.5K🎙 ~2x weekly·100 episodes·Last published yesterday - Monthly Reach
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500 to 3K🇰🇪100% - Active Followers
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200 to 1.2K
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From 11 epsHost
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Recent episodes
EP 151: The "Money Map": Driving Business Value and Scalability
Jun 24, 2026
Unknown duration
EP 150: Bridging the Gap Between Military Service and Business Ownership
Jun 17, 2026
Unknown duration
REPLAY: Shift-N-Gears: From Stuck to Scalable with Acquisition Thinking with Della Kirkman
Jun 10, 2026
Unknown duration
REPLAY: Inside the Broker's Engine Room: George Wellmer on the Future of Business Sales
Jun 3, 2026
Unknown duration
EP 149: How to Pick the Right SBA Lender Before You Buy a Business
May 27, 2026
Unknown duration
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/24/26 | EP 151: The "Money Map": Driving Business Value and Scalability | We're taking a short summer break in July and August to focus on some exciting news — Ed's new book, Done Deal: Exit Without Regret. How to Prepare, Promote, and Protect the Sale of Your Business, launches on September 9. This is the ultimate guide for business owners who want a profitable, empowered exit without regret. Pre-orders are now open [Pre-order link: https://a.co/d/0imeCz3D] — we'd love your support! We'll be back in September with fresh episodes. Thanks for being part of the Defenders of Business Value community — see you soon! ──────────────────── Navigating the business world requires immense grit, but knowing how to transition from an owner-dependent operation to a highly standardized, thriving business is where true enterprise value is unlocked. Chris Miller is the founder of Rev Up Manufacturing, a company dedicated to helping small and medium-sized manufacturers improve operations, increase profitability, and build scalable organizations. He breaks down the hidden operational power of process mapping, how to extract critical institutional knowledge from key personnel, and why business owners must stop wearing multiple hats to protect their exit value. Learn how to leverage visual systems, mitigate single-person risk, and transform the "secret sauce" of your business into a transferable asset. In this episode, you will: Discover the visual process of "Money Maps" and how they expose hidden inefficiencies in your operations Learn why owner dependency triggers massive price discounts from buyers during due diligence Understand how to foster a safe company culture that excites floor workers to document and elevate their processes Highlights: (00:00) Meet Chris Miller (04:11) The hidden danger of tribal knowledge (05:27) How buyers assess transition risk (07:54) The three ways to look at core processes (11:17) Inside the operational blueprint workshop (16:09) The "Pete the Painter" story (19:09) Floor workers vs. executives: reactions to transparency (21:50) Finding waste and process drift (30:27) Advice for business owners planning an exit Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Chris Miller: https://www.linkedin.com/in/chris-miller-503a7139/ Explore Rev Up Manufacturing: https://www.revupmfg.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 6/17/26 | EP 150: Bridging the Gap Between Military Service and Business Ownership | Navigating the business world requires immense grit, but knowing how to transition from a structured military playbook to a thriving business acquisition is where true enterprise value is unlocked. Courtney Zaugg is the founder of VentureVets and an economic development professional dedicated to building the infrastructure for veteran and military spouse entrepreneurs. She breaks down why veterans excel at buying existing businesses, the hidden operational power of military spouses, and the three distinct traits that allow veteran founders to outwork anyone in the room. Learn how to leverage systems, mitigate single-founder risk, and tap into one of the most resilient entrepreneurial ecosystems in the country. In this episode, you will: Discover the three distinct superpowers of veteran founders and how they drive business value Learn why entrepreneurship through acquisition is the perfect fit for military leadership Understand the massive economic potential and untamed grit of the military spouse community Highlights: (00:00) Meet Courtney Zaugg (04:56) The true scale of veteran and military spouse entrepreneurship (07:27) Why veterans excel at entrepreneurship through acquisition (10:07) The community and capital hurdles facing transitioning military (13:06) The distinct traits and superpowers of veteran founders (15:39) Navigating federal contracts and the danger of relationship transitions (19:42) Diversifying revenue streams and setting up a successful exit (26:58) Overcoming single-founder risk with strong teams and operational systems Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Courtney Zaugg: https://www.linkedin.com/in/courtneyzaugg/ Explore VentureVets: https://www.theventurevets.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 6/10/26 | REPLAY: Shift-N-Gears: From Stuck to Scalable with Acquisition Thinking with Della Kirkman | You don't have to build your own business from scratch to be an entrepreneur. You can buy one instead. Della Kirkman, CPA and founder of Shift-N-Gears, is on a mission to help 10,000 women become business owners through acquisition. After starting as a waitress at Cracker Barrel, Della worked her way up to owning and selling her own accounting firm. Now, she's teaching others how to achieve wealth, independence, and freedom by buying businesses that are already established and successful. In this episode, Della shares her insights on risk, funding, and deal sourcing and explains why acquisition entrepreneurship is one of the most underutilized paths to financial freedom, especially for women. In this episode, you will: How to scale and grow an acquired business Insights on sourcing deals and funding for acquisitions Why every business needs to go digital Highlights: (00:00) Meet Della Kirkman (02:36) Why women are still behind in financial independence (05:43) The realities of buying a business (09:42) What buyers get wrong about acquisitions (11:17) Building an opportunity fund (14:21) Sourcing the right kind of deals (18:24) How to stand out to brokers and dealmakers (23:06) Inside Della's business buying bootcamp (28:51) Challenges in advising business buyers (34:18) Why every business needs a digital component Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Della: Connect on LinkedIn: https://www.linkedin.com/in/dellakirkmancpa/ Vote for Della at the 2025 Harbour Club M&A Awards: https://docs.google.com/forms/d/e/1FAIpQLSd5soMcyzgR8tzBqEil-2-JPk-GPfMp-W5bmvKqFSkL7uvkxg/viewform Learn more about Della's company: Shift-N-Gears: https://www.shift-n-gears.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 6/3/26 | REPLAY: Inside the Broker's Engine Room: George Wellmer on the Future of Business Sales | Most people think selling a business is just like selling a house. That's where they're wrong. George Wellmer, founder of Tupelo, clarifies the misconceptions sellers have about brokers and the deal process. George explains how technology and AI are simplifying administrative tasks, allowing brokers to focus on guiding clients through the most important transaction of their lives. He also shares what sellers and owners need to understand about valuation and finding the right buyer before listing their company for sale. In this episode, you will: Learn the difference between good and bad brokers Understand how deal acceleration and buyer targeting really work Hear how AI and automation are changing the way businesses are marketed and sold Highlights: (00:00) Meet George Wellmer (05:20) How business brokers help close deals (09:43) Vetting the quality of potential buyers (11:45) Keeping up with the different aspects of a brokerage (15:53) Buy-side brokers vs sell-side brokers (22:22) How AI enables brokers to be more efficient (26:36) Questions to ask to avoid bad brokers (32:36) Why hiring a broker is worth it (38:20) George's advice for buyers, sellers, and advisors Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow George: Connect on LinkedIn: https://www.linkedin.com/in/georgewellmer/ Website: https://www.tupelosmb.com/ E-Mail: george@tupelosmb.com Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 5/27/26 | EP 149: How to Pick the Right SBA Lender Before You Buy a Business | Buying a business is exciting, but navigating the financing side without the right lender can cost you everything. Jared Johnson is an SBA lender and business acquisition specialist with nearly $900 million in closed deals. He breaks down what it takes to finance and close a business acquisition the right way. Learn why most buyers underestimate the importance of their lender choice and why taking on less leverage may be the smartest move you make. In this episode, you will: Learn why your SBA lender choice can make or break your deal Discover the hidden trap of debt purgatory that most buyers fall into Understand why the quality of earnings upfront changes everything Highlights: (00:00) Meet Jared Johnson (04:25) Building a team and managing high deal volume (06:30) Why choosing the wrong lender kills your deal (11:05) The evolution of the business buyer landscape (18:30) How brokers misrepresent financials and what to do (22:50) Why quality of earnings should be done upfront (28:57) Debt purgatory and the hidden risk of 90% leverage Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Jared Johnson: https://www.linkedin.com/in/jaredwjohnson/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 5/20/26 | REPLAY: The Retirement Strategy Hiding in Plain Sight with Thomas Drapala | Owners fixate on the purchase price of their exit, but the bigger loss to long-term income can come from how Social Security is handled. Get it wrong, and you can quietly lose six figures. Thomas Drapala, Director of Strategic Partnerships at Registered Social Security Analysts (RSSA), explains why 96% of Americans leave money on the table when they treat Social Security as an afterthought. Drawing from his client work, he discusses how self-employment tax, entity structure, and "reasonable compensation" influence Social Security benefits. Thomas also walks through how RSSA's analysis helps owners save thousands of dollars a year in taxes, protect future benefits, and make Social Security a strategic part of their exit plan so it isn't ignored. In this episode, you will: Understand why every owner should check their SSA earnings record and run an independent analysis before selling Learn what younger owners should do now to avoid losing benefits later See how RSSA analysis ties Social Security into your full exit and retirement plan Highlights: (00:00) Meet Thomas Drapala (01:42) The shocking statistics on Social Security optimization (03:32) Understanding Social Security rules and benefits (05:49) Strategies for business owners to maximize Social Security (13:37) Case study: The bagel store owner's Social Security optimization (16:52) When it makes sense to bring in a Social Security expert (24:12) How a full Social Security review is done Follow Thomas: Connect on LinkedIn: https://www.linkedin.com/in/thomas-drapala-rssa%C2%AE-878611207/ Email: thomas.drapala@rssa.com Learn more about Registered Social Security Analysts: https://rssa.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 5/13/26 | REPLAY: How EOS Builds a More Sellable Business with Ashley Walters | Many business owners still feel trapped in the day-to-day because their companies rely too heavily on them. The Entrepreneurial Operating System (EOS) changes that by helping leadership teams build structure and accountability so businesses can run smoothly without the owner. Ashley Walters, Professional EOS Implementer at EOS Worldwide, explains how to align EOS with exit planning to build efficiency, long-term growth, and transferable value. She shares how she guides leadership teams through tough structure conversations, puts the right people in the right seats, and helps owners build companies that run independently. In this episode, you will: Understand the difference between business value and transferable value Learn how to identify your business priorities within a 90-day frame Hear why buyers prefer businesses running on EOS Highlights: (00:00) Meet Ashley Walters (03:05) How EOS and exit planning work together to grow value (05:50) The structure-first, people-second approach (10:15) What a company running on EOS looks like to a buyer (12:40) The rocks system: setting priorities that move the needle (16:28) Why EOS reveals owner dependence and how to fix it (21:16) Where AI fits in EOS (23:59) The EOS implementation process (29:54) EOS increases the rates of a successful exit (31:39) Why an operating system is always beneficial Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Ashley: Connect on LinkedIn: https://www.linkedin.com/in/ashleyklinewalters/ Email: ashley.walters@eosworldwide.com Website: https://accelerateadvising.com/ Learn more about EOS: https://www.eosworldwide.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 5/6/26 | EP 148: What 4 Exits Taught TK Herman About Business | Building a business is challenging, but truly understanding its value and how to maximize it is where many entrepreneurs fall short. TK Herman, entrepreneur, four-time exit veteran, and Curator at The Halcyon Forum, breaks down what it actually takes to build and sell a business at maximum value. Learn why most founders leave money on the table, what TK would do differently across his four exits, and why working on yourself may be the highest-return investment you make in your business. If you're building to sell, this is a look at what separates the deals that close well from the ones that don't. In this episode, you will: Hear valuable lessons from multiple business exits Find out how head trash is an entrepreneur's biggest constraint Understand how culture and people directly impact value Highlights: (00:00) Meet TK Herman (02:00) Getting fired and discovering entrepreneurship (08:27) Breaking down TK's four exits (14:47) Losing $2.3M on a pickleball business (18:09) Why sellers leave money on the table (22:39) When companies outgrow their people (27:41) The business owner sets the ceiling for the company Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow TK: https://www.linkedin.com/in/tkherman/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 4/29/26 | EP 147: How to Earn the Preferred Buyer Status✨ | preferred buyer statusbusiness acquisition+3 | George Wellmer | Tupelo SMB | — | preferred buyer statusbusiness deals+5 | — | 39m 53s | |
| 4/22/26 | REPLAY: The Next Generation of M&A: Trust, Tech, and the Human Side of Exits✨ | M&Aautomation+2 | Morgan Tate | the Breakwater BlueprintBreakwater M&A+3 | — | Breakwater BlueprintAI+2 | — | 32m 46s | |
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| 4/15/26 | EP 146: How to Overcome the Loneliness of Running a Small Business with Jared Luegers and Kevin King✨ | loneliness in entrepreneurshipsupport networks+2 | Jared LuegersKevin King | AI toolsOWN Indiana+2 | IndianaAmerica | communitybusiness value+2 | — | 44m 45s | |
| 4/8/26 | REPLAY: No One-Size-Fits-All: Amy Wirtz on Succession Without the Drama✨ | succession planningfamily business+3 | Amy Wirtz | The Family Business Consulting GroupLinkedIn+1 | — | family dynamicsbusiness goals+3 | — | 34m 55s | |
| 4/1/26 | EP 145: Avoid Paying the Deal Distraction Tax✨ | deal distraction taxbusiness value+3 | — | — | — | business ownerdeal process+2 | — | 10m 37s | |
| 3/25/26 | REPLAY: The Story That Sells Your Business with Charlie Stanton✨ | business appraisalstorytelling+2 | Charlie Stanton | Stanton Valuation AdvisorsLinkedIn | — | valuation storyappraisal outcomes+3 | — | 36m 47s | |
| 3/18/26 | EP 144: Indiana Business Investor Edition✨ | businessentrepreneurship+1 | — | Central Indiana Commercial ElectricalDental Equipment Service+13 | — | Indianabusiness investor+2 | — | 22m 07s | |
| 3/11/26 | EP 143: Women Entrepreneurs Breaking the Mold with Gabrielle Rubenstein✨ | women entrepreneursbusiness acquisition+2 | Gabrielle Rubenstein | Ace-PakAce-Pak Products+4 | — | acquisition riskSBA leverage+2 | — | 35m 17s | |
| 3/4/26 | EP 142: How Chris Fredericks is Reinventing Small Business Ownership✨ | Employee Stock Ownership PlansESOPs+3 | Chris Fredericks | Empowered VenturesESOP+1 | — | co-opsEmployee Ownership Trusts+2 | — | 36m 00s | |
| 2/25/26 | EP 141: David Barnett on Selling Smart: Blind Spots, Buyer Psychology, and Real-World Value✨ | selling a businessbuyer psychology+3 | David C. Barnett | How to Sell My Own BusinessAdvantage Liquidity Partners Ltd.+1 | — | entrepreneurshipbusiness value+2 | — | 43m 53s | |
| 2/18/26 | EP 140: Today's Business Valuation and Dealmaking Environment✨ | business valuationdealmaking+3 | — | BizBuySellDealStats | — | transaction volumesfinancing trends+1 | — | 14m 41s | |
| 1/21/26 | EP 139: From Operator to Architect: The Shift That Makes Businesses Transferable using Output Thinking with John Seiffer | Being a hands-on business owner is not the humble brag you think it is. To buyers, it signals a red flag: decisions bottlenecked at the owner, undocumented processes, fragile customer relationships, and a business that struggles to function without constant oversight. John Seiffer, founder of CEO Boot Camp and author of Output Thinking, explains why owner dependency drastically limits growth, transferability, and exit value. After decades of coaching founders across industries, he shares how many businesses run well day to day but break down during a transition. He introduces output thinking as a way to define results instead of tasks, replacing intuition-driven execution with repeatable outcomes. In this episode, you will: Understand why hands-on ownership reduces value and complicates exits Learn how output thinking helps businesses scale and transfer See how systems and defined outcomes make a business more attractive to buyers Highlights: (00:00) Meet John Seiffer (05:43) Stages of business growth (15:35) Output Thinking: a new approach (17:33) What to look for when hiring employees (19:13) Defining quality and documenting operating procedures (24:48) Building trust and transitioning leadership (29:58) Preparations to make your business exit-ready (33:33) Division of labor in sales (35:18) Evolving business ownership Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow John: Connect via email: john@ceobootcamp.comLearn more about CEO Boot Camp: https://ceobootcamp.com/ Learn more about Output Thinking by John Seiffer: https://a.co/d/am77udg Learn about the Exit-Ready Intensive program: https://rgahub.samcart.com/referral/zw7Z7UJK/b23xiwJ0paFyeSlt Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 1/7/26 | EP 138: Inside the Mind of a Buyer: What Makes or Breaks a Deal with Ted Leverette | A successful corporate executive leaves his high-paying job to buy a business, only to face a disaster leading to lawsuits and financial turmoil. That painful experience taught Ted Leverette valuable lessons and set him on the path to becoming the Business Buyer Advocate. In this episode, Ted shares his decades of experience, revealing what buyers really look for in a deal. He explains how buyers evaluate businesses, the importance of mastering the marketplace, and the critical role of due diligence in making smart acquisitions. Ted also discusses the emotional side of buying a business and how understanding the psychology of both buyers and sellers can make or break a deal. Tune in to learn how to think like a buyer and maximize the value of your business in today's competitive market. In this episode, you will: Discover how buyers assess risk and why many businesses fail to impress serious acquirers Learn the importance of systems, documentation, and reducing owner dependency before selling Understand the mindset of buyers and sellers and how they affect negotiations Highlights: (00:00) Meet Ted Leverette (04:00) What buyers want and what sellers must prepare (10:35) Building credibility through online presence and proof of funds (16:08) Avoiding common acquisition mistakes (19:53) The hidden market of business deals (22:02) Red flags and deal breakers for buyers (24:05) The psyche of buyers and sellers (30:15) Myths and misconceptions about buying a business Follow Ted: Connect on LinkedIn: https://www.linkedin.com/in/tedleverette/ Website: https://partneroncall.com/ Check out Ted's books on Amazon: https://www.amazon.in/stores/Ted-J.-Leverette/author/B0BWS84J26?ref=ap_rdr&shoppingPortalEnabled=true Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 12/31/25 | REPLAY: The Late-Stage Entrepreneur: Gary Hentschel on Lessons on Risk, Value, and Second Acts | Most buyers slow down in their sixties. But not Gary Hentschel. He's out buying companies, doubling their value, and selling them again. As a partner at The September Group and CEO at WSI Technologies, Gary brings decades of experience as a banker, entrepreneur, and operator. In this episode, he shares how he appraises businesses, what sellers get wrong about their company's value, and why good leadership matters when a business is up for sale. In this episode, you will: Discover what buyers look for in a management team See how earnouts help keep deals on track Find out why sellers often misprice their businesses Highlights: (00:00) Meet Gary Hentschel (03:31) The importance of good partnerships (06:22) Navigating business acquisitions (09:47) Evaluating business potential (17:07) Risk management and deal structuring (21:30) The role of earnouts and management teams (29:03) First 60 days post-acquisition (31:18) Learning from buyers, sellers, and advisors (35:17) Current market trends and insights Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Gary: Connect on LinkedIn: https://www.linkedin.com/in/gary-hentschel-3793487/ E-Mail: gfhentschel@gmail.com Learn more about Gary's companies: The September Group: http://theseptembergroup.com/ WSI Technologies: https://wsi-tech.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 12/24/25 | REPLAY: How Circle City Capital Group Turns Overlooked Businesses Into Thriving Investments | What really makes a business attractive to buyers? Buyers weigh more than just financials. They consider risk, operations, and whether the business can run without you. Colin King and Joe Van Deman, Principals at Circle City Capital Group, Inc., know this firsthand. They've built a portfolio of 15 companies by acquiring businesses that many others have overlooked. Colin, a CPA and CFA, and Joe, a former Google employee, bring complementary skills for buying and growing companies. Their perspective offers owners a rare look at how serious buyers evaluate opportunities and negotiate deals. In this episode, you will: Hear how buyers assess both financial and emotional factors in a deal Learn what makes a business unappealing to buyers right away Find out what makes a partnership last through tough deals Highlights: (00:00) Meet Colin King and Joe Van Deman (02:29) How a Craigslist ad launched their partnership (07:37) Lessons from their first chaotic acquisition (11:32) What makes a business partnership work (15:50) How Circle City Capital Group is different from private equity (23:08) Turning risky businesses into profitable opportunities (33:03) Favorite companies in their portfolio (36:13) What instantly turns buyers off during negotiations (44:20) The changes that make businesses more sellable Resources: For past guests, please visit https://www.defendersofbusinessvalue.com/ Follow Colin: Connect on LinkedIn: https://www.linkedin.com/in/colin-king-cpa-cfa-37045a38/ Follow Joe: Connect on LinkedIn: https://www.linkedin.com/in/joevandeman/ Check out their portfolio of companies: Circle City Capital Group: http://circlecitycapitalgroup.com Profit Mastery: http://profitmastery.net The Vermont Flannel Company: https://www.vermontflannel.com/ Vermont Teddy Bear: https://vermontteddybear.com/ All American Clothing Co.: https://www.allamericanclothing.com/ Gusset Brand: https://gusset.com/ Silk Flower Depot: https://e-silkflowerdepot.com/ Dried Decor: https://www.drieddecor.com/ Montessori 'n Such: https://www.montessori-n-such.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
| 12/17/25 | EP 137: The Hidden Challenges Latino Entrepreneurs Face When Selling a Business with Rudy Bustamante | Latino-owned businesses are one of the fastest-growing segments of the U.S. economy, yet many owners still struggle when it's time to sell or transition. Gaps in financial records, limited access to the right advisors, and the absence of an exit plan often lead owners to shut down or hand over their businesses without capturing real value. Rudy Bustamante, Financial Planner at OneIndiana Financial Group, discusses why this happens and what can be done about it. He explains how cultural and language barriers complicate the process, why succession planning is rarely discussed, and how simple systems and accurate financials can change the outcome for an owner and their family. Rudy also highlights the resources owners should know about and how to spot advisors who understand the unique needs of the Latino business community. In this episode, you will: Learn why many Latino business owners fail to plan for an exit Understand the role of financial records and planning in a successful business transition Discover the cultural and language barriers that affect Latino business sales and how to address them Highlights: (00:00) Meet Rudy Bustamante (04:19) Challenges faced by Latino-owned businesses (10:53) Generational wealth and business transition (20:09) Retirement in the Latino community (22:47) Family dynamics and retirement plans (23:11) Transitioning Latino businesses (28:35) Predatory practices and community trust (30:52) Building trust and resources Follow Rudy: Connect on LinkedIn: https://www.linkedin.com/in/rudybustamanteoif/ Website: https://www.bustamanteconsulting.com/ Learn more about OneIndiana Financial Group: https://www.oneindianafinancial.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders Resources for Latino Business Owners National & Broad-Reach Stanford Latino Entrepreneurship Initiative (SLEI) – Free education programs, some scholarships, research, and the "Scaling Program": https://www.gsb.stanford.edu/faculty-research/labs-initiatives/slei Latino Business Action Network (LBAN) – Stanford-partnered scaling and exit-planning cohorts: www.lban.us U.S. Small Business Administration (SBA) – Spanish-language resources, free counseling: https://www.sba.gov/document/support-national-resource-guide-spanish SCORE Mentoring – Free mentors, many bilingual, search for "Spanish" or "Latino": https://www.score.org/find-mentor Exit-Planning & Valuation Specific International Business Brokers Association (IBBA) – Broker directory; filter for Spanish-speaking: https://www.ibba.org/ Value Builder System – Free "Value Builder Score" questionnaire (Spanish version available): https://valuebuilder.com/ Capital & Financial Clean-Up Community Development Financial Institutions (CDFIs) – Latino-focused lenders who understand informal records: search "CDFI Latino", https://oportun.com/ or https://www.liftfund.com/ Accion Opportunity Fund – Loans and bilingual coaching specifically for Latino owners: https://aofund.org/ Local/Regional Powerhouses U.S. Hispanic Chamber of Commerce (USHCC) – Local chapters everywhere: www.ushcc.com Latino Economic Development Center (LEDC) – DC/Maryland/Virginia: https://www.ledcmetro.org/ Mission Economic Development Agency (MEDA): https://medasf.org/ Books & Quick Reads (in Spanish or bilingual) "De Emprendedor a Empresario" – LBAN/Stanford free PDF "Finish Big" by Bo Burlingham (Spanish edition available) | — | ||||||
| 12/10/25 | EP 136: The Retirement Strategy Hiding in Plain Sight with Thomas Drapala | Owners fixate on the purchase price of their exit, but the bigger loss to long-term income can come from how Social Security is handled. Get it wrong, and you can quietly lose six figures. Thomas Drapala, Director of Strategic Partnerships at Registered Social Security Analysts (RSSA), explains why 96% of Americans leave money on the table when they treat Social Security as an afterthought. Drawing from his client work, he discusses how self-employment tax, entity structure, and "reasonable compensation" influence Social Security benefits. Thomas also walks through how RSSA's analysis helps owners save thousands of dollars a year in taxes, protect future benefits, and make Social Security a strategic part of their exit plan so it isn't ignored. In this episode, you will: Understand why every owner should check their SSA earnings record and run an independent analysis before selling Learn what younger owners should do now to avoid losing benefits later See how RSSA analysis ties Social Security into your full exit and retirement plan Highlights: (00:00) Meet Thomas Drapala (01:42) The shocking statistics on Social Security optimization (03:32) Understanding Social Security rules and benefits (05:49) Strategies for business owners to maximize Social Security (13:37) Case study: The bagel store owner's Social Security optimization (16:52) When it makes sense to bring in a Social Security expert (24:12) How a full Social Security review is done Follow Thomas: Connect on LinkedIn: https://www.linkedin.com/in/thomas-drapala-rssa%C2%AE-878611207/ Email: thomas.drapala@rssa.com Learn more about Registered Social Security Analysts: https://rssa.com/ Follow Ed: Connect on LinkedIn: https://www.linkedin.com/in/edmysogland/ Instagram: https://www.instagram.com/defendersofbusinessvalue/ Facebook: https://www.facebook.com/bvdefenders | — | ||||||
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