Podcasts about selling your business

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Best podcasts about selling your business

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Latest podcast episodes about selling your business

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
Prepare for Buyer Integration to Save Money and Close Faster

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Oct 8, 2025 36:07


Don't let integration problems shrink your payout. This episode guide you through merger integration, revealing how preparing before closing is the secret to a smooth, profitable exit. Learn to proactively shape the transition, de-risk the deal for buyers, and ensure your team stays focused to maximize your sale value. View the complete show notes for this episode. Want To Learn More? The M&A Training & Transition Period M&A Guide | The 4 Types of Buyers of Businesses Informing & Retaining Employees When Selling a Business Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

The Green Dream Landscaping Show
Life After the Sale: What Changes, What Hurts, What Works

The Green Dream Landscaping Show

Play Episode Listen Later Oct 7, 2025 52:12


After the Exit: The Hard Truths No One Tells You (with Steven Cohen) This is Part 3 of our “Selling Your Business” series. Luke sits back down with Steven Cohen (former owner of BCLS) to talk about the side of selling no one prepares you for—the identity shift, the culture shock, and how to take care of your people when the deal closes. We dig into private equity vs. private sales, “cash out” vs. rolling equity, and what it really feels like to go from owner to employee. Stephen shares practical ways to plan your next chapter, manage the emotional whiplash, and leave a legacy your team respects. In this episode Post-sale “postmortem”: what actually changes the day after you sellOwner → employee: control, decision rights, and how to keep your sanityRolling equity vs. taking cash: aligning operations with financial outcomesTaking care of key employees: offers, transitions, and dignified exitsFreedom without a paycheck: financial planning and purpose after the dealBuilding your next chapter: hobbies, new ventures, and reclaiming momentumDue diligence vs. aftermath: why the emotional work starts after closing Takeaways Decide upfront: “Get paid and get out” or “stay and play”—then commit.Separate operational disagreements from financial goals if you roll equity.Protect your people in negotiations; how you exit becomes your legacy.Plan your first 90–180 days post-sale (rest, projects, experiments).Replace the weekly paycheck with a purpose and a clear personal runway. Guest: Steven Cohen — industry veteran, former owner of BCLS Mentioned: Project EverGreen (volunteer opportunities that build community and relationships) Subscribe to The Green Dream on Turfs Up Radio and share this episode with an owner who's considering an exit.

Scale Up Your Business Podcast
Exit For Millions (Book Launch): Be the Prize, Not the Prey

Scale Up Your Business Podcast

Play Episode Listen Later Oct 2, 2025 31:06


Nick is proud to announce his new book, "Exit For Millions: The Private Equity Blueprint for Scaling and Selling Your Business for Maximum Value," which aims to level the playing field for founders when dealing with sophisticated buyers.  He shares the importance of taking time off to practice what he preaches about freedom and optionality and details the book's core focus: the "Scale to Sale™️" methodology with five pillars designed to transform a company into an investor-grade asset, ensuring founders achieve significant, generation-defining wealth and financial independence upon exit. KEY TAKEAWAYS Significant, generational wealth is created at the exit of a business, not just through operations, which requires shifting one's identity from operator to owner to be the "prize" and not the "prey". The Scale to Sale™️ methodology has five pillars: establish a clear end game; strengthen the foundations (remove complexity and risk); scale fast and expand value (accelerate growth); prepare and profit up (maximize valuation); and exit for the highest multiple. Buyers pay for proof, predictability, systems, and sustainable business models—not for potential alone. The goal is to build a predictable, repeatable, and sustainable business. Focusing on three core value levers—organic growth, strategic growth (e.g., debt/equity and partnerships), and multiple expansion (building the business to drive transfer value)—will give the highest bump in a company's valuation. BEST MOMENTS "If you can't build a business that works for you, you end up in a bit of a prison, right? So, you know, I like to be able to practice what I preach". "My mission here is to help founders, to help business owners transform their company into an investor-grade asset, something that an investor would see as valuable". "The core piece of what I'm trying to get across, is that point of optionality. So, even if selling is not where you're at right now, but you want to reverse engineer from a potential event like that in the future, then everything in the book is geared around that outcome". "They don't pay for potential. And people kind of think it's about what the business can become. Yes, it is, but it's about showing what the business can become with proof of what it has been". VALUABLE RESOURCES To get your copy of Nick's new book, go to https://nick-e4m.scoreapp.com/ Exit Your Business For Millions - Download This Guide: ⁠go.highvalueexit.com/opt-in ⁠ Nick's LinkedIn: ⁠https://www.linkedin.com/in/realnickbradley/ Nick Bradley is a world-renowned author, speaker, and business growth expert, who works with entrepreneurs, business leaders, and investors to build, scale and sell high-value companies. He spent 10+ years working in Private Equity, where he oversaw 100+ acquisitions, 26 exits, and over $5 Billion in combined value created. He has one of the top-ranked business podcasts in the UK (with over 1m downloads in over 130 countries). He now spends his time coaching and consulting business owners in building and scaling high-value business towards life-changing exits. This Podcast has been brought to you by Disruptive Media. ⁠https://disruptivemedia.co.uk/

The Liquid Lunch Project
Selling Your Business? Don't Get Screwed (Financially or Existentially)

The Liquid Lunch Project

Play Episode Listen Later Oct 1, 2025 40:31


What if "retirement" is a trap, and what you really want is to graduate into something bigger? In this episode, Matt and Lou sit down with Eric Brotman, CEO of BFG Financial Advisors, to blow up old ideas about retirement, wealth, and what business owners should actually be doing today so they're ready for the future (whatever that looks like). Eric shares his start‑up origin story, explains how to grow a financial advisory firm that actually serves clients well, and gives a roadmap to exit planning that doesn't leave you miserable. What you'll learn in this episode: How Eric built BFG from one full‑time + one part‑time employee into a firm managing nearly $1B across 37 states, without selling out. (Startup → scale) Why “retirement” is obsolete: Eric argues business owners should think about graduating instead. Generational money attitudes: how Millennials are wired for the side hustle; Gen Z hates being sold to, they want advice. The importance of accountability, behavior, and psychology (not just numbers) in financial planning. Exit planning is not just about selling high. It's about knowing your number, building your team, and preparing your life after the deal. How tying nearly all your wealth to your business is risky. Diversification isn't just for Wall Street folks. The internal structure: salaried advisors, two advisors per client, young talent & apprenticeships. A firm built for sustainability, not churning.   Favorite Quote: “The business is… sometimes their only asset. And you are immediately under-diversified if 70 or 80 or 90% of your net worth is tied up in your business.”   Who is Eric? Eric D. Brotman is the founder & CEO of BFG Financial Advisors. He bootstrapped the firm over 20 years ago and now leads a wealth‑management & financial planning business with clients in dozens of states. He's the author of Don't Retire… Graduate!, and builds financial advice around people, not just numbers.   Why you should listen: Don't wait until you have to plan your exit. Hit play now to get strategies that move you from “just working” to building wealth you can use,  and a legacy you'll be proud of. If you own a business, this episode might save you years of regret (and dollars).   Connect with Eric: Website: https://bfgfa.com LinkedIn: https://www.linkedin.com/in/ebrotman Facebook (Don't Retire, Graduate!): https://www.facebook.com/DontRetireGraduate Phone: +1 (410) 252-4555  

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
A Private Equity Fund Bought Your Business – What Happens When They Don't Want to Sell It?

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Oct 1, 2025 21:49


When a private equity firm buys your business, what happens if they don't want to sell it before their fund ends? This episode dives into continuation vehicles, a tool firms can use to extend their ownership of your company. We'll explore how firms might use this vehicle and how it could affect your post-sale life and earnout. View the complete show notes for this episode. Want To Learn More? M&A Guide | The 4 Types of Buyers of Businesses What Returns Do Private Equity Firms Really Generate? Deal Killers and Deal Makers: A Private Equity Perspective Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

Risk Management Show
Life After the Exit: Navigating the Emotional and Strategic Challenges of Selling Your Business with Nate Collins

Risk Management Show

Play Episode Listen Later Sep 26, 2025 30:35


In this episode of the Risk Management Show Podcast, we discussed "The 5Ds That Can Force Your Business Sale" with Nate Collins, a Certified Exit Planning Adviser, financial adviser at Raymond James, and former CEO who successfully led a mid-8 figure business exit. Nate shared invaluable insights into the top reasons businesses are forced to sell—distress, divorce, disagreement, disability, and death—and how these 5Ds can lead to selling at a deep discount if you're unprepared. We explored the critical importance of exit planning, not just for business optimization and financial success, but also for navigating the emotional challenges that come with transitions. Nate revealed his personal journey through a high-stakes business exit and the lessons he learned about preparation, personal well-being, and finding purpose post-transition. Whether you're a business owner, executive, or professional planning for your future, this episode provides actionable strategies to ensure you're ready for whatever life throws your way. If you want to be our guest or suggest someone, send your email to info@globalriskconsult.com with the subject line “Podcast Guest Proposal.”

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
What to Expect When Selling Your Business to an Independent Sponsor

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Sep 23, 2025 29:24


If you're thinking about selling your business, you might attract an independent sponsor, a specialized buyer that operates differently from traditional private equity firms. This episode explores how independent sponsors operate, their deal structuring approach, and what they seek in a potential acquisition. Listen to this episode to learn if independent sponsors are a good buyer for you, or if you should target more traditional buyer types. View the complete show notes for this episode. Want To Learn More? The Basics of Independent (Fundless) Sponsors in M&A M&A Guide | The 4 Types of Buyers of Businesses Earnouts When Selling or Buying a Business | Complete Guide Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

The Root of All Success with The Real Jason Duncan
323: Exit Without Exiting: Building Freedom Without Selling Your Business ft. Jason Duncan

The Root of All Success with The Real Jason Duncan

Play Episode Listen Later Sep 22, 2025 36:29


This special episode of The Root of All Success is different—because this time, I'm the guest. I had the honor of joining Christian Maurer on the Successful Spiritualpreneur Podcast for a deep conversation about what it really means to live with faith, purpose, and freedom as an entrepreneur. For those who don't know my backstory, I didn't start as an entrepreneur. I was a schoolteacher who got pushed out of the profession I thought I'd spend my whole life in. That painful exit opened the door to my entrepreneurial journey—and eventually to building a company that did $2.3 million in revenue within its first year. In this episode, we cover: ✨ Faith and Entrepreneurship – why spiritual alignment matters in business more than strategy alone

The Green Dream Landscaping Show
Selling Your Business, Part 1: Start with the Exit (w/ Steven Cohen)

The Green Dream Landscaping Show

Play Episode Listen Later Sep 22, 2025 52:05


In Part 1 of our “Selling Your Business” series, Luke sits down with Steven Cohen, an industry veteran and former owner of BCLS, to map out what owners should do long before a sale is on the horizon. We cover the only three ways a business ends (succession, sale, or shutdown), why exit planning belongs in your first decade, and how to build a company buyers actually want. In this episode The three possible endings of any business—and how to pick yours earlyWhat to put in a 5–10 year exit plan (and when to tell your team)Financials and documentation: what buyers and brokers will demandRevenue mix that maximizes valuation (recurring maintenance vs. project work)Private equity vs. strategic buyers vs. brokers: who fits which companyDue diligence realities: why “no deal is done until the wire clears”Culture and communication during a sale without spooking the market Who this is for Owners who say “I'm never selling” (and want optionality anyway)Leaders 3–10 years out from a potential exitOperators who want higher multiples and smoother diligence Guest: Steven Cohen (former owner, BCLS) If this episode helped you, please rate and review The Green Dream and share it with an owner who should start their exit plan now. Tune in next for Part 2—and don't miss daily shows across Turfs Up Radio for more lawn and landscape insights.

Bosma on Business
9/20/25 - What NOT To Do When Selling Your Business

Bosma on Business

Play Episode Listen Later Sep 20, 2025 36:07


Want to learn the secrets to business success from company owners who are not only surviving but thriving in this difficult economy? Then join award-winning entrepreneur Mike Bosma and his guests as they provide you with the insight and expertise you need to start a new business or to take your company to a whole new level. In between jobs? Why work for the boss when you can be the boss? Catch the show live Saturday mornings at 10am on News Talk 780 KOH!See omnystudio.com/listener for privacy information.

The Long Game
Selling Your Business: Why ESOPs Might Be Your Best Option (ft. Wes Gray & Doug Pugliese)

The Long Game

Play Episode Listen Later Sep 19, 2025 28:52


In this episode, I'm joined by Wes and Doug from Alpha Architect to dive deep into the world of Employee Stock Ownership Plans (ESOPs). We talk about the options for selling a business, like selling to competitors or private equity, and break down the unique benefits of ESOPs. Some highlights:What is an ESOP and how does it function?Tax benefits for business owners and employeesWho is a good candidate for an ESOP?Real-life examples and success stories-------✅ Financial planning for 30-50 year old entrepreneurs: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.allstreetwealth.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠✅ My personal blog & newsletter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thomaskopelman.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
Can you sell your business and pay $0 in federal income tax?

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Sep 17, 2025 37:41


Did you know that a tax benefit, the Qualified Small Business Stock (QSBS) tax exclusion, can save you millions? Discover how properly structuring your company from the start can lead to a tax-free sale of your C Corporation, potentially saving you millions. You'll learn the crucial steps to take now to prepare for a successful and highly profitable exit later. View the complete show notes for this episode. Want To Learn More? Allocation of Purchase Price & Taxes When Selling a Business Business Exit Plan & Strategy Checklist | A Complete Guide Why You Need to Consider Taxes Before Selling Your Business Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

The Path to Exit
32 | How to Navigate Exclusivity When Selling Your Business

The Path to Exit

Play Episode Listen Later Sep 16, 2025 17:42


When founders lack experience in selling a business, they'll often accept what buyers lead with, especially the demand for an exclusivity period. In this episode, managing directors Mike Lyon and Jeff Bean break down why buyers push for exclusivity, the real motivations behind their request, and how to navigate the conversation in a way that preserves your leverage throughout the negotiation.Securities offered through Vista Point Advisors, member FINRA/SIPC. This has been provided for informational purposes only and should not be considered as investment advice or a recommendation. It is not intended to address all circumstances that might arise. The views expressed herein may change at any time subsequent to the date of issue. Opinions contained herein should not be interpreted as a guarantee of future results. Outcomes will vary depending on individual circumstances. Any examples used in this material are generic, hypothetical and for illustration purposes only. Testimonials from past clients may not be representative of the experience of other clients and there is no guarantee of future performance or success. Clients are not compensated for their comments.

Enterprise Podcast Network – EPN
When is the right time to consider selling your business?

Enterprise Podcast Network – EPN

Play Episode Listen Later Sep 15, 2025 12:57


John Sloan, who has more than three decades of C-level experience in investment banking, private equity and venture capital joins Enterprise Radio. Listen to … Read more The post When is the right time to consider selling your business? appeared first on Top Entrepreneurs Podcast | Enterprise Podcast Network.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Looking to supercharge your business and unlock its full potential? This episode reveals how growth equity can be the key to rapid expansion, even if you don't think you need the capital. Discover the strategic reasons why a growth equity investment can lead to a more lucrative exit in a shorter timeframe, and learn how to prepare your company for a successful partnership that fuels your future. View the complete show notes for this episode. Want To Learn More? Selling Your Company to a Private Equity Firm vs. a Family Office The Benefits of Selling Your Company to a Family Office The Role of Family Offices in M&A Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

Resume Assassin presents Recruiting Insider
The Untold Truth About Selling Your Business with Luke Tobin

Resume Assassin presents Recruiting Insider

Play Episode Listen Later Sep 8, 2025 31:24


In this episode of "Resume Assassin Unfiltered," I have the pleasure of sitting down with Luke Tobin, an accomplished entrepreneur who has truly mastered the art of scaling, exiting, and investing in businesses. From launching a digital marketing agency in his spare bedroom to selling it in an eight-figure deal, Luke has built and exited multiple businesses, transforming his expertise into a proven framework for success. Now, as the CEO of Coban Capital, he helps ambitious entrepreneurs grow and exit their businesses without burning out. This episode promises to uncover the real, unfiltered truths about entrepreneurship, building a sellable business, and creating lasting wealth.Luke shares his journey from freelancing in a spare bedroom to achieving an eight-figure exit, emphasizing the importance of deeply embedding oneself into a client's business to foster long-term relationships. We discuss the challenges of fast growth and the importance of investing in operations to ensure sustainable success. Luke also highlights the significance of building a revenue generation machine and leveraging personal branding to elevate a business's core brand.Throughout our conversation, we explore strategies for scaling without burning out, the importance of delegation, and the value of setting boundaries to maintain mental sanity. Luke shares insights on hiring and retaining top talent, emphasizing the need for purpose-driven leadership and the importance of cultural fit. This episode is packed with valuable advice for entrepreneurs looking to scale their businesses while maintaining their well-being and achieving long-term success.---------------Update your Resume & LinkedIn Profile:Schedule a 15-minute call with Mary: https://calendly.com/resumeassassin/meet1:1 with Mary: www.resumeassassin.comAI-Enhanced: www.resumesidekick.io---------------Connect with Mary: https://www.linkedin.com/in/mary-southern/Connect with Luke: https://www.linkedin.com/in/luketobin/

The Business Credit and Financing Show
Jason Sisneros: Built to Exit: Scaling, Systemizing, and Selling Your Business on Your Terms

The Business Credit and Financing Show

Play Episode Listen Later Sep 7, 2025 32:14 Transcription Available


Jason Sisneros is a battle-tested CEO and business strategist known as The Architect for his unique ability to systemize, scale, and turn around companies for maximum cash flow or exit. He's worked with Fortune 500 giants like Nike, Comcast, and Microsoft, and has led the successful turnaround of over 100 small to mid-cap companies. Renowned for his leadership expertise, Jason has delivered over 3,000 presentations and was a top speaker for Tony Robbins. His entrepreneurial journey wasn't without setbacks—Jason lost three businesses and filed for bankruptcy. Instead of quitting, he spent six years learning directly from the world's top business minds, filling notebooks with proven systems and strategies. He applied that knowledge to rescue a failing cleaning business, turning it into a multi-million dollar exit using what would become the B2X System. That single turnaround sparked a 20-year career helping entrepreneurs build scalable, sellable companies. With decades of experience, dozens of personal exits, and countless consulting wins, Jason now offers the B2X System—a complete operating blueprint for entrepreneurs ready to scale and succeed. During the show we discussed:  Why businesses fail to scale — and how B2X fixes it The four pillars of the B2X Approach Shifting from operator to owner Why books and coaches aren't enough Culture's impact on valuation and scale Building systems that run without you Custom-tailored vs. generic exits When to start exit planning Biggest mistakes when selling a business How B2X attracts buyers and investors What a strong exit team looks like The value of recurring revenue and retention Key financial metrics buyers want Real business turnarounds with B2X   Resources: https://builttoexit.biz

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
How to Negotiate the Most Important Clauses in your LOI

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Sep 3, 2025 30:57


One of the biggest mistakes you can make when selling your business is not negotiating the letter of intent (LOI). Join M&A Attorneys Mital Makadia and David Siegel while we discuss your negotiating leverage, common mistakes, and problematic clauses in the LOI. View the complete show notes for this episode. Want To Learn More? M&A Basics | The Letter of Intent Negotiating the Letter of Intent The Role of M&A Lawyers When Selling Your Business Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

AZ Big Podcast with Michael & Amy
Ep. 206 - Jim Afinowich of IBG Fox & Fin talks selling your business

AZ Big Podcast with Michael & Amy

Play Episode Listen Later Aug 26, 2025 21:20


Jim Afinowich of IBG Fox & Fin talks selling your business

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

How can you build your business with the plan to sell it in the future? Join Saul Cohen, a CPA and acquisitions advisor, as we discuss how saleable businesses are intentionally built for sale and typically have higher valuations, with multiples increasing from 2-3 times those of lifestyle businesses. View the complete show notes for this episode. Want To Learn More? M&A Basics: Building a Sellable Business Preparing Financial Statements When Selling a Business M&A Guide | The 4 Types of Buyers of Businesses Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

Sales POP! Podcasts
Don't Just Exit. Exit Rich. Here's How.

Sales POP! Podcasts

Play Episode Listen Later Aug 25, 2025 21:57


Selling your business is more than a transaction; it's the final act of your entrepreneurial story. But a great ending doesn't just happen—it's written years in advance. Far too many entrepreneurs approach a sale unprepared, letting common (and avoidable) mistakes destroy the value they've worked so hard to build. We brought in expert Chris Spratling, a coach and author who has mastered the art of the successful exit, to lay out a proven blueprint. He explains that buyers are looking for specific signals that a business is a low-risk, high-reward investment. Your job is to build those signals into your company's DNA long before you're ready to sell.

The Lifestyle Investor - investing, passive income, wealth
252: How to Protect and Grow Wealth After Selling Your Business with Jay Jacobs

The Lifestyle Investor - investing, passive income, wealth

Play Episode Listen Later Aug 21, 2025 53:06


Building and selling a company is hard—but managing wealth afterward is a completely different challenge.Jay Jacobs knows this firsthand. An OG member of The Lifestyle Investor Mastermind, and my very first Private Client, Jay founded RAPID Manufacturing in 2001 and grew it over 17 years into the world's largest prototype sheet metal manufacturer and the second-largest prototype CNC machining business. RAPID's success was fueled by leveraging modern technology—and after selling the company for 9-figures, Jay launched Paperless Parts to give other manufacturers access to the same kinds of tools. Today, Paperless Parts is the #1 quoting and estimating software in manufacturing, with $25M ARR.But even with all that success, Jay faced a new reality after his exit: the skills that made him a world-class entrepreneur weren't the same ones he needed to protect and grow his wealth.As an entrepreneur, he was used to taking calculated risks, moving fast, and having full control over outcomes. As an investor, the rules were different—success meant slowing down, saying “no” more often than “yes,” and trusting others to be good stewards of his capital. The optimism and risk tolerance that served him in business could quickly become liabilities in investing.In this conversation, he shares how he made that transition—building a passive income stream to replace his paycheck, creating guardrails to avoid costly mistakes, and designing a life filled with impact, travel, and passion projects. You'll hear the mindset changes that guide his decisions, the relationships that open up high-quality deal flow, and the lessons that can help you avoid the costly mistakes that wipe out fortunes.In this episode, you'll learn: 1.) Why the skills that build a company aren't the same ones that grow and protect wealth—and how to make the shift from entrepreneur to investor.2.) The strategy behind Jay's leap from a 9-figure exit to building a $25M ARR industry leader in manufacturing software.3.) The lifestyle design strategies Jay uses to turn passions into profitable ventures and create unforgettable life experiences.Show Notes: LifestyleInvestor.com/252Tax Strategy MasterclassIf you're interested in learning more about Tax Strategy and how YOU can apply 28 of the best, most effective strategies right away, check out our BRAND NEW Tax Strategy Masterclass: www.lifestyleinvestor.com/taxStrategy Session For a limited time, my team is hosting free, personalized consultation calls to learn more about your goals and determine which of our courses or masterminds will get you to the next level. To book your free session, visit LifestyleInvestor.com/consultationThe Lifestyle Investor InsiderJoin The Lifestyle Investor Insider, our brand new AI - curated newsletter - FREE for all podcast listeners for a limited time: www.lifestyleinvestor.com/insiderRate & ReviewIf you enjoyed today's episode of The Lifestyle Investor, hit the subscribe button on Apple Podcasts, Spotify, or wherever you listen, so future episodes are automatically downloaded directly to your device. You can also help by providing an honest rating & review.Connect with Justin DonaldFacebookYouTubeInstagramLinkedInTwitterSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Private Capital Mastery
Selling Your Business - Miguel Delgado & Brian Franco: SPECIAL EPISODE

Private Capital Mastery

Play Episode Listen Later Aug 19, 2025 39:58


In this conversation, Miguel Delgado and Brian Franco discuss the critical aspects of business transition, focusing on the importance of succession planning, emotional readiness, and the common mistakes business owners make when preparing for an exit. They emphasize the need for early planning, assessing both financial and emotional readiness, and the significance of aligning personal values with business goals. The discussion also touches on the challenges of identity and ego in business ownership, the void that can follow a sale, and the legacy conversations that every business owner should have before transitioning their business.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
How Your Life Will Change After Selling Your Business

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Aug 18, 2025 31:44


How much had you thought about what life will be like after you sell your business? Join serial entrepreneur and private equity operator Jim Evanger to learn about the life changes after selling a business. Jim shares his experience of selling his first business, the emotional impact, and the subsequent transition to new ventures. View the complete show notes for this episode. Want To Learn More? Should I Sell My Business? Tips on Preparing Your Business for Sale The Importance of Persistence When Selling a Business Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

Mills Knows Bills
Selling Businesses With Purpose and Profit

Mills Knows Bills

Play Episode Listen Later Aug 18, 2025 62:41


The Financial Operator Podcast: Cash In, Chaos Out | Ep. 64 | Selling Businesses With Purpose & Profit Link to video podcast episode: https://youtu.be/2_N758pI-DM  Empowering Women in M&A: Rachel Boynton's Inspiring Journey

The Wise Money Show™
Bonus Episode: Exit Planning For Selling Your Business

The Wise Money Show™

Play Episode Listen Later Aug 13, 2025 18:59


Selling your business isn't just about the top-line sale price; it's about how much you actually get to keep after taxes, debt payoff, and transition costs. In this Wise Money Spotlight, CFP®, CEPA Jared Moxness joins Mike to unpack the essentials of business exit planning. We cover when to start planning, how to prepare your business and yourself for the transition, the most common ways to sell, tax-efficient strategies to keep more of your proceeds, and how to turn the sale into a reliable retirement income stream.  Download our FREE 5-Factor Retirement guide: https://wisemoneyguides.com/    Schedule a meeting with one of our CERTIFIED FINANCIAL PLANNERS™: https://www.korhorn.com/contact-korhorn-financial-advisors/ or call 574-247-5898.   Subscribe on YouTube: http://www.youtube.com/c/WiseMoneyShow Listen on podcast: https://link.chtbl.com/WiseMoney  Watch this episode on YouTube: https://youtu.be/kotXK_5HHm4  Submit a question for the show: https://www.korhorn.com/ask-a-question/   Read the Wise Money Blog: https://www.korhorn.com/wise-money-blog/    Connect with us: Facebook - https://www.facebook.com/WiseMoneyShow  Instagram - https://www.instagram.com/wisemoneyshow/    Kevin Korhorn, CFP® offers securities through Silver Oak Securities, Inc., Member FINRA/SIPC. Kevin offers advisory services through KFG Wealth Management, LLC dba Korhorn Financial Group. KFG Wealth Management, LLC dba Korhorn Financial Group and Silver Oak Securities, Inc. are not affiliated. Mike Bernard, CFP® and Joshua Gregory, CFP® offer advisory services through KFG Wealth Management, LLC dba Korhorn Financial Group. This information is for general financial education and is not intended to provide specific investment advice or recommendations. All investing and investment strategies involve risk, including the potential loss of principal. Asset allocation & diversification do not ensure a profit or prevent a loss in a declining market. Past performance is not a guarantee of future results. Certified Financial Planner Board of Standards Center for Financial Planning, Inc. owns and licenses the certification marks CFP®, CERTIFIED FINANCIAL PLANNER™ and CFP® (with plaque design) in the United States to Certified Financial Planner Board of Standards, Inc., which authorizes individuals who successfully complete the organization's initial and ongoing certification requirements to use the certification marks.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
What To Expect When Selling Your Business To A Search Fund

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Aug 11, 2025 36:31


Have you heard about Search Funds and wondered what sets them apart from other investment-based buyers? Join us and Abdel Rahim, a search fund investor, as we discus the search fund model for selling businesses and how it offers founders a smooth transition, flexibility, and potential equity rollover for sellers.   View the complete show notes for this episode.   Want To Learn More? Entrepreneurship Through Acquisition: Insights from Harvard Business School Experts The M&A Training & Transition Period EBITDA | Definition, Formula & Example – A Complete Guide Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
How Will the “Big, Beautiful Bill Act” Impact Your Business Sale?

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Aug 5, 2025 38:31


Have you been wondering what the “Big Beautiful Bill Act” means for the sale of your business? Join returning guest Bill Weirsema as we discuss the changes that are designed to make M&A transactions more attractive, reduce tax burdens for both buyers and sellers, and stimulate more activity in the market. View the complete show notes for this episode. Want To Learn More? Allocation of Purchase Price & Taxes When Selling a Business EBITDA | Definition, Formula & Example – A Complete Guide Qualified Small Business Stock – Tax Benefit That Could Pay Millions Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

Smarter Vet Podcast
Episode 173 - For Practice Owners: Selling Your Business Way Before You Retire

Smarter Vet Podcast

Play Episode Listen Later Aug 1, 2025 20:09


Send us a textIn this episode of The Smarter Vet Podcast, CJ Burnett and Tom Seeko break down what business owners need to know about selling their business — from why timing is critical to why age shouldn't dictate your exit. They challenge traditional views of retirement, highlight the difference between revenue and true profit, and explain how intentional living and solid financial planning can help you achieve independence beyond your business. If you're thinking about selling or planning for the future, this episode is a must-listen.Smarter Vet Podcast-https://flveterinaryadvisors.com/smarter-vet-financial-podcast/Watch the no cost 5 part video course to review your finances and see where you could be doing better in your finances.5 Foundational Steps to Financial Balance Video Course-http://series.flvetadvisors.com/Find out what you could be overlooking within your practice by taking our brief assessmentTest My Personal Financial IQ-https://flveterinaryadvisors.com/personal-test/Sign up for a complimentary phone call to talk about how to get better use of all the cash inside your practice.Schedule a time-https://flveterinaryadvisors.com/contact-usCheck out our social media channelsFacebook-https://facebook.com/flvetadvisors LinkedIn-https://linkedin.com/company/flvetadvisors YouTube-https://www.youtube.com/channel/UCAK-PzGDIch3vzKiAjWVrQQ 

The Green Dream Landscaping Show
The Truth About Selling Your Business: What I Wish I Knew

The Green Dream Landscaping Show

Play Episode Listen Later Jul 31, 2025 41:20


Why 80% of Business Sales Fail (And How to Be in the 20%) Thinking about selling your landscape business someday? This episode could save you from making costly mistakes that kill most deals before they even happen. Luke Truetken pulls back the curtain on his experience selling his landscape company and working as a business broker, revealing the harsh realities most business owners never see coming. The brutal truth you need to hear: 80% of businesses listed for sale never actually sellYour business isn't worth what you think it's worth (and why revenue doesn't matter)EBITDA multiples of 3-6x are the real valuation gameConstruction-based businesses sell for significantly less than recurring revenue modelsSloppy books and "living out of the bank account" will kill your deal What you'll discover: The 3-5 year preparation timeline for maximizing your sale priceKey man risk: Why being essential to your business hurts its valueAsset vs. stock sales (and why 99% are asset sales)How to interview and choose the right business brokerThe due diligence process (spoiler: it's like "open heart surgery")Non-compete agreements and what they really mean Real examples included: How route density helped Luke sell 553 weekly accounts in one cityWhy recurring revenue businesses (pest control, irrigation, fertilization) command premium multiplesThe transition period reality (and why it's often brutal for sellers) Whether you're planning to sell in 3 years or 30, this episode will change how you build your business today. Luke doesn't sugarcoat it—he tells you exactly what buyers care about and what they don't. Bottom line: Start building a sellable business now, or risk discovering your life's work isn't worth what you hoped when it's too late to fix it. Essential listening for any landscape business owner who wants to maximize their exit strategy.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
The Most Stressful Part of Selling Your Business

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jul 29, 2025 45:53


What is the most stressful part of selling your business? Join us as we discuss the recent acquisition of National Pavement Partners and the balance they had to strike between completing due diligence and looking after their customers during their busiest season. View the complete show notes for this episode.   Want To Learn More? M&A Reps & Warranties | A Complete Guide Indemnification in Purchase Agreements | M&A Basics The M&A Purchase Agreement | An Overview Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
Major Changes to SBA Loans (July 2025)

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jul 22, 2025 45:21


Learn all about how the new SBA loan standard operation procedures will influence your sale. Steve Mariani, a financing intermediary, emphasized the importance of understanding these changes, particularly the equity injection rules and the impact on vehicle liens, to navigate SBA transactions effectively.  View the complete show notes for this episode.   Want To Learn More?   SBA Financing When Buying or Selling a Business M&A Seller Financing: A Complete Guide Small Business Acquisition Financing   Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.  

Wiser Roundtable Podcast
293. Retirement for Business Owners: Selling Your Business or Passing It On

Wiser Roundtable Podcast

Play Episode Listen Later Jul 21, 2025 35:57


Whether you're planning to retire, sell your business, or pass it on to the next generation, having a clear succession plan is essential. Unfortunately, many business owners delay this process, putting the value of their life's work at risk. In this episode of the A Wiser Retirement® Podcast, we cover the key steps every business owner should take to successfully transition out of their business. business. Related Podcast Episodes:- Ep 283: How to Manage a Sudden Money Windfall: IPOs, Business Sale, or Inheritance- Ep 247: Why It's Crucial to Separate Your Business and Personal Assets Related YouTube Videos:- Why Business Owners Need an Exit Strategy - Asset Protection Strategies for Business OwnersLearn More:- About Wiser Wealth Management- Schedule a Complimentary Consultation: Discover how we can help you achieve financial freedom.- Access Our Free Guides: Gain valuable insights on building a financial legacy, the importance of a financial advisor for business owners, post-divorce financial planning, and more! Stay Connected: - Social Media: Facebook | Instagram | LinkedIn | Twitter- A Wiser Retirement® YouTube Channel This podcast was produced by Wiser Wealth Management. Thanks for listening!

OPERATORS
E122: Selling Your Business

OPERATORS

Play Episode Listen Later Jul 16, 2025 86:58


In this episode of the Operators Podcast, the hosts discuss various topics including the current trends in M&A, particularly focusing on minority deals and the role of private equity. They delve into the importance of understanding deal structures, the significance of brand age in valuation, and provide practical tips for navigating the deal process. The conversation emphasizes the need for businesses to be prepared and informed when engaging with private equity firms and the complexities involved in selling a business.Chapters:00:00 Introduction05:42 Host Catch-up08:17 M&A Trends and Insights18:45 Understanding Minority Deals27:57 The Role of Private Equity37:24 Navigating the Deal Process46:54 The Importance of Brand Age in Valuation56:14 Final Thoughts and TipsPowered By:Fulfil.io.https://bit.ly/3pAp2vuThe Only Cloud ERP Designed to Efficiently Scale 8 and 9-Figure Brands. Northbeam.https://www.northbeam.io/Postscript.https://postscript.io/Richpanel.https://www.richpanel.com/?utm_source=9O&utm_medium=podcast&utm_campaign=ytdescSaras.https://saras-analytics.typeform.com/to/T8jpuAEb?utm_source=9operator_lp&utm_medium=find_out_moreSubscribe to The Marketing Operators Podcast here: https://www.youtube.com/@MarketingOperatorsSubscribe to The Finance Operators here: https://www.youtube.com/@FinanceOperatorsFOPS Sign up to the 9 Operators newsletter here: https://9operators.com/

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
How to Increase Your Business's Value and Attract Buyers

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jul 15, 2025 33:01


What do buyers look for in a business, and how can you increase the value of your business by focusing on these areas? Join us as we discuss strategies for increasing the value of your businesses to attract buyers with Justin Goodbread, a business coach and financial advisor.  View the complete show notes for this episode.   Want To Learn More?  M&A Guide | The 4 Types of Buyers of Businesses Optimizing Your Business for a Successful Exit How Involved Will I Be in Selling My Business? Additional Resources: Selling your business? Schedule a free consultation today. Sign up for an Assessment and Valuation of Your Business. Courses: The Art & Science of Selling a Business Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

The Path to Exit
30 | How to Help Prevent a Retrade When Selling Your Business

The Path to Exit

Play Episode Listen Later Jul 15, 2025 27:46


Retrades are when a buyer or investor tries to renegotiate the valuation price or key terms after a deal is agreed—and it's always to the founder's disadvantage. It's one of the most frustrating risks in M&A, often surfacing late in the process, when founders have already invested significant time, energy, and focus into a buyer. In this episode, Managing Directors Mike Lyon and Jeff Koons break down why retrades happen, what they look like in practice, and most importantly, how founders can help guard against them.Securities offered through Vista Point Advisors, member FINRA/SIPC. This has been provided for informational purposes only and should not be considered as investment advice or a recommendation. It is not intended to address all circumstances that might arise. The views expressed herein may change at any time subsequent to the date of issue. Opinions contained herein should not be interpreted as a guarantee of future results. Outcomes will vary depending on individual circumstances. Any examples used in this material are generic, hypothetical and for illustration purposes only. Testimonials from past clients may not be representative of the experience of other clients and there is no guarantee of future performance or success. Clients are not compensated for their comments.

The Exit - Presented By Flippa
When to Let Go: The Emotional Side of Selling Your Business – Lessons from Jonathan Bennett

The Exit - Presented By Flippa

Play Episode Listen Later Jul 14, 2025 28:41


Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business, and you'll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit -- In this episode of The Exit: Host Steve McGarry sits down with Jonathan Bennett, advisor at Clearly Then and former founder of a successful B Corp consulting firm, to unpack the emotional journey of exiting a business—something rarely discussed, but profoundly impactful. Jonathan shares his own story of selling his company through a gradual management buyout, and how the decision started with a casual walk in Dublin and a question from his wife. The episode dives into the often-overlooked inner challenges that founders face—identity loss, grief, and the fear of letting go. “The easy part is the legal and financial stuff,” Jonathan says. “The hard part is emotional.” You''ll learn: Why selling at your peak (not in burnout) is critical How to choose the right successor without hanging on too long Why empty promises during a handover can backfire What life after an exit looks like—and how to fill the void with purpose Smart negotiation tips, including how to uncover the real motivations of a buyer Whether you're planning to exit soon or just building for the long game, Jonathan's mix of practical wisdom and emotional intelligence will give you a fresh perspective on what it really means to walk away from something you built. "Don't wait until you're depleted to sell—get off the stage while the crowd is still clapping." – Jonathan Bennett -- Jonathan Bennett is an advisor and executive coach for purpose-driven leaders who need help solving their organization's toughest obstacles. With experience in urban, rural, remote, and First Nations communities, Jonathan's expertise is in social purpose business strategy, governance, branding, change, and communications. His coaching draws on 25 years of creativity and leadership success as a CEO, board member, and founder, and he is known for his deep-listening and his breakthrough solutions that create insights and new strategies. Jonathan on LinkedIn: https://www.linkedin.com/in/bennettjonathan/ Link to Private Podcast: https://clearlythen.com/listen Website: https://clearlythen.com/ -- The Exit—Presented By Flippa: A 30-minute podcast featuring expert entrepreneurs who have been there and done it. The Exit talks to operators who have bought and sold a business. You'll learn how they did it, why they did it, and get exposure to the world of exits, a world occupied by a small few, but accessible to many. To listen to the podcast or get daily listing updates, click on flippa.com/the-exit-podcast/

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
Should you invest in real estate after selling your business?

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jul 7, 2025 35:45


Once you've sold your business, you need to think about how to best secure your future. John Paul Szita, an entrepreneur and real estate investor, suggests allocating at least one-third of your proceeds to real estate investing alongside experienced partners. View the complete show notes for this episode. Want To Learn More?  How to be Happy After Selling Your Company How to Be Financially Free after You Sell Your Business Critical Financial and Estate Planning Strategies When Selling Your Business Additional Resources: Selling your business? Schedule a free consultation today. Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.  

Mills Knows Bills
Behind the Buy: Business Acquisition Insights

Mills Knows Bills

Play Episode Listen Later Jul 7, 2025 22:44


Behind the Buy: Business Acquisition Insights | The MKB Podcast Episode 61 Link to video podcast episode: https://youtu.be/YFDm_fKlNhQ 

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
Build the Right Deal Team to Avoid M&A Mistakes

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jun 30, 2025 39:16


Wondering how to build an M&A team that will help you maximize your business's value? In this episode, Dustin Williamson, CFO, discusses the importance of seeking good advice from experienced professionals. He highlights the critical stages of the M&A process, including the need for financial advice, investment banking, and legal counsel who specialize in M&A.   View the complete show notes for this episode.   Want To Learn More?  The Role of Accountants When Selling Your Business The Role of M&A Lawyers When Selling Your Business Do I Need to Hire a Local Business Broker? Additional Resources: Selling your business? Schedule a free consultation today. Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue  If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

Empire Flippers Podcast
The SaaS Guide to Building with Purpose and Exiting with Pride with Rob Walling [Ep.182]

Empire Flippers Podcast

Play Episode Listen Later Jun 26, 2025 61:00


What if scaling your SaaS didn't require burning out or selling your soul to venture capital? In this episode, Greg sits down with seasoned SaaS founder, author, and startup mentor Rob Walling for a candid conversation about what it really takes to build a sustainable, sellable SaaS business. Rob kicks things off by sharing how he stumbled into SaaS before it was cool, and how that journey led him to co-create TinySeed, an alternative funding model that puts founders first. He breaks down how TinySeed's 12-month program works, who it's for, and how it compares to traditional VC. But this episode isn't just about funding, it's about founder freedom. We dive deep into the psychological shifts that come with selling your business, how to recognize the right time to exit, and how to protect your energy both before and after a sale. Rob also shares the biggest traps SaaS founders fall into when chasing “growth at all costs” and the core traits he sees in founders who succeed. Whether you're bootstrapping, raising capital, or planning an exit, this episode is packed with honest, actionable insights that will help you scale smarter, and sell without regret. Topics Discussed in this episode: Rob's background and how he got into SaaS (02:08) The origins of TinySeed and how it differs from Venture Capital (12:09) The opportunities that are created through selling your business (19:43) A breakdown of Tiny Seed's 12-month program (22:19) The pros and cons of a “growth at all costs” mindset (28:32) The requirements needed to join Tiny Seed (30:20) The psychological effects of exiting your business (33:56) How to tell when to sell your business (39:40) How to avoid burnout before and after your exit (46:43) The characteristics that successful founders share (52:21) Mentions:  Empire Flippers Podcasts Empire Flippers Marketplace Create an Empire Flippers account Subscribe to our weekly newsletter Startups For The Rest Of Us podcast  Exit Strategy: The Entrepreneur's Guide to Selling Your Business without Regret TinySeed Sit back, grab a coffee, and learn how to take the next step in your SaaS journey with confidence.  

View From a Hearse
#160 The Jim Cumbee Story

View From a Hearse

Play Episode Listen Later Jun 26, 2025 57:15


Jim Cumbee is a lawyer who later received an MBA from Harvard Business School. He has served as Assistant Attorney General of Missouri, worked on the staff of the Governor of Missouri, spent years as a commercial real estate developer, and held executive positions at the Walt Disney Company. He also purchased a Gospel Music Radio network, grew it, and sold it. Today, as a very successful business broker, he has earned the titles of expert negotiator and mediator and has authored a best-selling book: “Home Run: A Pro's Guide to Selling Your Business.” There are business lessons in his story and, more importantly, life lessons. Jim Cumbee is a gift, but he also has a gift. If you are wondering what it takes to be successful, be sure to tune in.

The Opportunity Podcast
The SaaS Guide to Building with Purpose and Exiting with Pride with Rob Walling [Ep.182]

The Opportunity Podcast

Play Episode Listen Later Jun 26, 2025 61:06


What if scaling your SaaS didn't require burning out or selling your soul to venture capital? In this episode, Greg sits down with seasoned SaaS founder, author, and startup mentor Rob Walling for a candid conversation about what it really takes to build a sustainable, sellable SaaS business. Rob kicks things off by sharing how he stumbled into SaaS before it was cool, and how that journey led him to co-create TinySeed, an alternative funding model that puts founders first. He breaks down how TinySeed's 12-month program works, who it's for, and how it compares to traditional VC. But this episode isn't just about funding, it's about founder freedom. We dive deep into the psychological shifts that come with selling your business, how to recognize the right time to exit, and how to protect your energy both before and after a sale. Rob also shares the biggest traps SaaS founders fall into when chasing “growth at all costs” and the core traits he sees in founders who succeed. Whether you're bootstrapping, raising capital, or planning an exit, this episode is packed with honest, actionable insights that will help you scale smarter, and sell without regret. Topics Discussed in this episode: Rob's background and how he got into SaaS (02:08) The origins of TinySeed and how it differs from Venture Capital (12:09) The opportunities that are created through selling your business (19:43) A breakdown of Tiny Seed's 12-month program (22:19) The pros and cons of a “growth at all costs” mindset (28:32) The requirements needed to join Tiny Seed (30:20) The psychological effects of exiting your business (33:56) How to tell when to sell your business (39:40) How to avoid burnout before and after your exit (46:43) The characteristics that successful founders share (52:21) Mentions:  Empire Flippers Podcasts Empire Flippers Marketplace Create an Empire Flippers account Subscribe to our weekly newsletter Startups For The Rest Of Us podcast  Exit Strategy: The Entrepreneur's Guide to Selling Your Business without Regret TinySeed Sit back, grab a coffee, and learn how to take the next step in your SaaS journey with confidence.

Empire Flippers Podcast
Sales Tax Mistakes That Could Cost You When Selling Your Business With Jessica Rhoads [Ep.181]

Empire Flippers Podcast

Play Episode Listen Later Jun 24, 2025 47:16


As Benjamin Franklin famously said, “In this world, nothing is certain except death and taxes.” But for online business owners, taxes aren't always so certain, especially when it comes to sales tax. In this episode, we're joined by Jessica Rhoads. Jessica is an internationally experienced CPA and self-confessed “dumpster fire accountant” who specializes in helping business owners untangle messy tax situations. We cover the key types of taxes every entrepreneur should understand, and zoom in on the one that's most commonly misunderstood, and most likely to derail a future exit: sales tax. Jessica breaks down how sales tax applies to non-tangible goods like SaaS products and apps, what triggers a sales tax nexus, and why ignoring it can lead to massive headaches during due diligence. She also shares insight on the best and worst states to set up your business from a tax standpoint, when to file a Voluntary Disclosure Agreement (VDA), and how to stay compliant if you're selling across borders. If you're building a business with the goal of selling one day, this episode is a must-listen. It could save you from tax troubles that scare off buyers, or cost you more than you bargained for. Topics Discussed in this episode: The different types of taxes businesses should be aware of (03:45) Why sales tax is so important when selling your business (06:49) How sales tax is applied to software and apps (11:43) An overview of sales tax nexus (17:30) The different tax softwares that can help you figure out your taxes (19:50) The best and worst states to set up your business in (23:07) How to stay compliant if you have sales tax nexus (28:16) How tax works if you're selling in foreign countries (30:37) When to file a VDA (33:56) A major misconception founders have about sales tax that hurts them later (39:39) Mentions:  Empire Flippers Podcasts Empire Flippers Marketplace Create an Empire Flippers account Subscribe to our weekly newsletter Jessicanomics.com Sit back, grab a coffee, and learn how to get your business taxes in order - before it's too late.  

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
Raising Series A Financing in a Challenging Market

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jun 24, 2025 31:48


Ever wondered what it's like to raise capital in a Series A round? Listen to Guillaume Thomas, founder and CEO of Martingale Cognac, discuss his experience raising capital for his cognac startup. Find out how he convinced people to invest, what his greatest challenge was, and what he learnt from his investors.  View the complete show notes for this episode.  Want To Learn More?   The Impact of AI, Fintech, and Fundraising on M&A Raising Value: A Fresh Perspective Behind the Scenes – From Startup to a $441 Million Exit Additional Resources: Selling your business? Schedule a free consultation today. Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue  If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.  

The Opportunity Podcast
Sales Tax Mistakes That Could Cost You When Selling Your Business With Jessica Rhoads [Ep.181]

The Opportunity Podcast

Play Episode Listen Later Jun 24, 2025 47:16


As Benjamin Franklin famously said, “In this world, nothing is certain except death and taxes.” But for online business owners, taxes aren't always so certain, especially when it comes to sales tax. In this episode, we're joined by Jessica Rhoads. Jessica is an internationally experienced CPA and self-confessed “dumpster fire accountant” who specializes in helping business owners untangle messy tax situations. We cover the key types of taxes every entrepreneur should understand, and zoom in on the one that's most commonly misunderstood, and most likely to derail a future exit: sales tax. Jessica breaks down how sales tax applies to non-tangible goods like SaaS products and apps, what triggers a sales tax nexus, and why ignoring it can lead to massive headaches during due diligence. She also shares insight on the best and worst states to set up your business from a tax standpoint, when to file a Voluntary Disclosure Agreement (VDA), and how to stay compliant if you're selling across borders. If you're building a business with the goal of selling one day, this episode is a must-listen. It could save you from tax troubles that scare off buyers, or cost you more than you bargained for. Topics Discussed in this episode: The different types of taxes businesses should be aware of (03:45) Why sales tax is so important when selling your business (06:49) How sales tax is applied to software and apps (11:43) An overview of sales tax nexus (17:30) The different tax softwares that can help you figure out your taxes (19:50) The best and worst states to set up your business in (23:07) How to stay compliant if you have sales tax nexus (28:16) How tax works if you're selling in foreign countries (30:37) When to file a VDA (33:56) A major misconception founders have about sales tax that hurts them later (39:39) Mentions:  Empire Flippers Podcasts Empire Flippers Marketplace Create an Empire Flippers account Subscribe to our weekly newsletter Jessicanomics.com Sit back, grab a coffee, and learn how to get your business taxes in order - before it's too late.

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
A Seller's Guide to Employee Agreements

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jun 17, 2025 33:43


One of the biggest challenges of selling your business is figuring out when and how to tell your employees. Announcing too early or too late can create a lot of headaches for both you and the buyer. You'll need to sort out big questions like: Will existing employee contracts continue, or will new ones be needed? What happens to their stock options and accrued leave? Should you ask them to sign non-competes? This episode of M&A Talk, with attorney Kyle Lawrence, dives into these crucial employee-related questions, helping you prepare for this important part of selling your business. View the complete show notes for this episode.   Want To Learn More?  Alternatives to Non-Competes with Employees Informing & Retaining Employees When Selling a Business How Your Employees Can Impact the Value of Your Business Additional Resources: Selling your business? Schedule a free consultation today. Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.  

The Tropical MBA Podcast - Entrepreneurship, Travel, and Lifestyle
#811 The Brutal Truth About Business Exits with Rob Walling

The Tropical MBA Podcast - Entrepreneurship, Travel, and Lifestyle

Play Episode Listen Later Jun 12, 2025 49:46


Thinking of selling your business one day? Or never planning to? Either way, this conversation could change how you build. Rob Walling has seen it all. He's exited his own SaaS company and helped thousands of founders grow and sell through TinySeed, MicroConf, and his podcast “Startups for the Rest of Us.” In this episode, he sits down with Dan to talk about what founders get wrong about selling, why most exits are emotionally brutal, and how to actually create a business that gives you freedom: whether or not you ever sell it. CHAPTERS (00:00:00) Why Exits Matter (Even If You Never Sell) (00:03:48) The Emotional Reality of Selling Your Business (00:08:35) What Your Business is Actually Worth (Valuation Benchmarks) (00:11:45) The $10M Dream: Who Gets There, Who Doesn't (00:18:59) The SaaS Plateau: How to Know When You're Stuck (00:27:20) The 5 Marketing Channels Still Working in 2025 (00:30:23) Can Non-Technical Founders Still Win? (00:40:33) Two Traps Founders Fall Into When Selling a Business (00:46:50) Rob's Book: “Exit Strategy” LINKS Rob's book “Exit Strategy” (https://exitstrategybook.com/) Share your story/sponsor the pod (https://forms.gle/gKZFuwReHSvg8LD48) 22 free resources for founders (https://tropicalmba.com/resources) Connect with 1,000+ generous global entrepreneurs (https://dynamitecircle.com/) Read Dan's book “Before the Exit” (https://www.amazon.com/Before-Exit-Thought-Experiments-Entrepreneurs-ebook/dp/B07BN2KD1J) Dan Andrews is the co-founder of Dynamite Circle, author of Before the Exit, host of the Tropical MBA podcast, and an entrepreneur who has successfully launched and scaled multiple 7-figure businesses. CONNECT WITH DAN Email Dan@tropicalmba.com Follow on X (https://x.com/TropicalMBA) Follow on Instagram (https://www.instagram.com/tropicalmba/) MORE EPISODES Our Lifestyle Business Non-Negotiables (https://tropicalmba.com/episodes/lifestyle-business-non-negotiables) ‘I'm Fiscally Bitcoin and Socially Ethereum' (https://tropicalmba.com/episodes/greg-gerber-crypto-2020) Is Dropshipping Still a Valid Business Model? (https://tropicalmba.com/episodes/dropshipping-valid-business-model) The Consultant's Handbook - How to Make Location Independent Income Quickly (https://tropicalmba.com/episodes/consulting) The Amazon Gold Rush (https://tropicalmba.com/episodes/amazongold) “Lifestyle Business” vs “Real Business” (https://tropicalmba.com/episodes/lifestyle-vs-real-business)

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield
How Properly Prepared Finances Could Earn You $1M

M&A Talk (Mergers & Acquisitions), by Morgan & Westfield

Play Episode Listen Later Jun 11, 2025 36:44


Half of business sales fail due to issues buyers uncover during financial due diligence, but being prepared for due diligence can lead to higher sale prices and a smoother transaction. In this episode, CPA and due diligence expert Bill Wiersema discusses inaccurate revenue recognition, non-compliance with state and local tax laws, and how sellers can increase their business's value by addressing accounting changes, tax compliance, and non-recurring items.  View the complete show notes for this episode.   Want To Learn More?  M&A Due Diligence Preparation Adjusting Financial Statements: A Complete Guide Preparing Financial Statements When Selling a Business Top Financial Challenges in Selling a Business Additional Resources: Selling your business? Schedule a free consultation today. Download The Art of The Exit: The Complete Guide to Selling Your Business Download Acquired: The Art of Selling a Business With $10 Million to $100 Million in Revenue   If you have any topic or guest suggestions, please email them to podcast@morganandwestfield.com.

The Tropical MBA Podcast - Entrepreneurship, Travel, and Lifestyle
#809 Financial Traps, Profit Truths, and What's Next at TMBA

The Tropical MBA Podcast - Entrepreneurship, Travel, and Lifestyle

Play Episode Listen Later May 29, 2025 49:51


Many founders hit $3M in revenue and stall out. In this episode, Dan and Greg Crabtree break down why—and how to fix it. They discuss “profit truth”, how to spot financial red flags, and what metrics to track to scale beyond the messy middle. Plus: we're looking for listener stories. Have you implemented a system or framework that changed your business? Tell us about it. Your story could help 1,000s of entrepreneurs. Links from the episode: Form: Share your story / sponsor the pod (https://docs.google.com/forms/d/e/1FAIpQLSdPXbgWniCDhLpt4QPvOvoXPHRRwDYw-izZszc92qAuMPnhhQ/viewform?usp=sharing&ouid=101528162047962210125) Labor Efficiency Ratio Summary (https://docs.google.com/document/d/1kuJAqNkX_qncqp3qYtT27z9R5IpJTYeMIZtzMRMSV7A/edit?usp=sharing) CHAPTERS (00:00:14) Introduction and the Death Zone 00:09:37) The Impact of Paying a Market-Based Wage (00:11:03) Behavioral Economics and Profit Truth (00:14:38) The Definition of a Fully Capitalized Business (00:16:49) Transitioning through the Death Zone (00:17:26) The Three Steps to Business Success (00:18:51) Remaining Profitable in the Death Zone (00:19:48) Different Capital Profiles and Cashflow (00:21:04) The Emotional Challenge of Spending in the Death Zone (00:24:03) The Executional Problem of Growth (00:24:24) Getting Through the Black Hole (00:27:02) The $3 Million Mark (00:28:25) The Worth of Going Through the Zone (00:31:32) Managing a Marketing Agency Past $5 Million (00:36:26) Common Mistakes Made by Founders (00:38:36) Understanding Profit Truth (00:45:33) Investing in Finance and Accounting CONNECT Dan “at” tropicalmba dot com Ian “at” tropicalmba dot com LINKS Join the DC (http://dynamitecircle.com) Subscribe to the newsletter (https://tropicalmba.com/subscribe) Follow us on Instagram (https://www.instagram.com/tropicalmba/) Free resources for business owners (https://tropicalmba.com/resources) MORE EPISODES The Roadmap for Turning a Skill Into a $1M Business (https://tropicalmba.com/episodes/7-figure-productized-business) The Unexpected Downsides of Selling Your Business (https://tropicalmba.com/episodes/exit-founders-disappointed) Success Without Sacrifice? (https://tropicalmba.com/episodes/success-without-sacrifice) Shiny Object Syndrome (https://tropicalmba.com/episodes/shiny-object-syndrome) The Anti-Agency Agency + High ROI Customer Service Strategies (https://tropicalmba.com/episodes/anti-agency-high-roi)