PodcastsTechnologyThe Exit - Presented By Flippa

The Exit - Presented By Flippa

The Exit - Presented By Flippa
The Exit - Presented By Flippa
Latest episode

279 episodes

  • The Exit - Presented By Flippa

    The Art of the Exit: Maximizing Valuation & Avoiding Deal Killers with Gregory Kovsky

    19/1/2026 | 34 mins.
    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

    --
    Are you building your business with the end in mind? Whether you are ready to sell tomorrow or five years from now, understanding the mechanics of a successful exit is crucial for every founder.

    In this episode, Steve sits down with Gregory Kovsky, President and CEO of IBA, the Pacific Northwest’s oldest business brokerage firm. With over 25 years of experience and thousands of transactions under his belt, Gregory breaks down the complex game theory of M&A.

    We dive deep into the specific timing of when to sell, how to "run through the tape" to maximize your multiple, and why selling a business actually requires making four separate sales to four different stakeholders. If you want to avoid leaving money on the table or getting killed in due diligence, this episode is your playbook.

    In This Episode, You’ll Learn:
    The "Four Sales" Theory: Why you aren't just selling to the buyer—you also have to sell the CPA, the Attorney, and the Bank.
    The Two Prime Windows: Why Jan-June and Labor Day-Thanksgiving are the golden seasons for M&A activity.
    Valuation Multiples 101: How to move the needle from a 4x to a 7x multiple by diminishing risk.
    The Fatal Mistake: Why failing to disclose material facts (like a competitor moving in across the street) is the fastest way to invite litigation.
    Pre-Exit Hygiene: Simple fixes—from website refreshes to cleaning up the "boneyard"—that create a strong first impression.
    The "Marathon" Mindset: Why you must keep your foot on the gas even during negotiations.

    Timestamps:
    (02:00) From veterinary clinics to M&A: Gregory’s journey.
    (04:30) The 4 audiences you must convince to close a deal.
    (07:45) Why tax season dictates the best time to sell.
    (11:30) Tactical ways to increase your business valuation immediately.
    (15:10) The biggest mistake sellers make: The danger of hiding the truth.
    (25:00) The story of the business that was sold four different times.
    (27:00) About IBA and the importance of performance-based brokerage.

    --
    Gregory Kovsky is the President & CEO of IBA (International Business Associates), the Pacific Northwest’s oldest and largest business brokerage firm. Mr. Kovsky has successfully negotiated the purchase & sale of over 300 privately held companies and family businesses in Washington, Oregon, Alaska, California, North Carolina, and Massachusetts since joining IBA as a mergers & acquisitions intermediary in 1994. He has successfully facilitated transactions involving manufacturing & distribution companies, industrial, marine, and automotive businesses, technology & software companies, and service, education, and retail businesses. A commercial real estate professional for over 30 years, Mr. Kovsky commonly provides his clients with comprehensive representation in selling a business and the associated real estate.

    LinkedIn - https://www.linkedin.com/in/gregory-kovsky-460aab7/

    --
    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/
  • The Exit - Presented By Flippa

    Optimizing Your Business Exit: Valuation, Timing, and Wealth Management with Tim Golas

    12/1/2026 | 30 mins.
    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

    --
    Are you a business owner thinking about the next chapter? Too many entrepreneurs focus entirely on building their company but fail to prepare themselves, and their finances, for the exit.
    In this episode, Steve sits down with Tim Golas, Partner and Co-Founder at Spurstone, to discuss the tactical realities of selling a business. From the dangers of concentration risk to the "Fish and Chip" method of negotiation, Tim breaks down how to run two parallel paths: optimizing the business for sale and preparing your personal wealth for the liquidity event.
    Whether you are looking to sell in 2026 or just want to de-risk your current operations, this episode provides a roadmap for maximizing your deal terms and protecting your legacy.

    --
    Timothy Golas is an exit planning advisor, fiduciary, and Partner at Spurstone who serves as a trusted confidant to eight- and nine-figure business owners navigating major financial transitions. A founder himself, he understands the pressure and complexity of building a business and the risks of exiting without the right strategy or support. With more than 20 years of experience advising successful families, executives, and stakeholders across the U.S., Timothy helps founders and multi-owner teams protect what they’ve built, maximize value, and move forward with clarity and confidence. As a Certified Exit Planning Advisor (CEPA), he specializes in value acceleration, tax-efficient exits, and guiding entrepreneurs through Spurstone’s Grind to Good Life framework, from exit preparation to post-exit fulfillment, bringing both expertise and empathy to a deeply personal transition.

    Website - https://www.spurstone.com/

    LinkedIn - https://www.linkedin.com/in/timothygolas/

    Timestamps:
    (00:22) From Wall Street to Main Street: Tim shares his background at UBS during the financial collapse and why he founded Spurstone to better serve entrepreneurs and business owners.
    [02:00) The 2-3 Year Window: Why you need to start planning years before the sale. The concept of "Parallel Paths" - preparing the business entity and the personal financials simultaneously.
    (04:12) Combating Concentration Risk: How to identify if your business is too reliant on one client.
    Tactical Tip: Tim discusses the strategy of acquiring smaller companies to dilute client concentration before going to market.
    (08:12) When is the Right Time to Sell?: Navigating age, market conditions, and avoiding "forced" exits (Death, Disability, Divorce).
    (13:54) Maximizing Valuation: Moving beyond the top-line number. Understanding the difference between EBITDA and Normalized EBITDA, and why "de-risking" (e.g., settling litigation, owning real estate) drives multiples higher.
    (15:32) The Biggest Mistake Sellers Make: Why you should never wait for an LOI (Letter of Intent) to land on your desk before you start planning.
    (19:30) The "Fish and Chip" Method: A warning on how buyers use high valuations to hook sellers, only to chip away at the price during due diligence.
    (21:14) M&A Trends for 2026: What’s happening with Baby Boomers, the trades, and manufacturing sectors. The rise of Private Equity roll-ups.

    --
    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/
  • The Exit - Presented By Flippa

    Maximizing Your Exit: Valuation, Leadership, and the "Fish and Chip" Strategy with Chris Hallberg

    05/1/2026 | 35 mins.
    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

    --
    Are you building a business to own a job, or are you building an asset to sell? In this episode, Steve McGarry sits down with Chris Hallberg, Founder of Business Sergeant and an expert EOS Implementer, to dismantle the complexities of exiting a business.

    Chris shares his personal journey from law enforcement to entrepreneurship, revealing the expensive mistakes he made during his first "fast and furious" exit. We dive deep into tactical preparation for a sale, including how to remove the "owner dependency" trap, the importance of business operating systems in driving up multiples, and how to navigate the ruthless "Fish and Chip" negotiation tactics used by buyers.

    Whether you are looking to sell in 12 months or 10 years, this episode provides the blueprint for building a company that attracts top-tier buyers and maximum valuation.
    In this episode, we cover:

    --
    Chris Hallberg is a high-energy entrepreneurial coach, facilitator, and Founder of GoExpand, an officially licensed EOS execution platform, dedicated to helping leadership teams build clarity, accountability, and healthy growth. As a seasoned Certified EOS Implementer®, Chris brings over a decade of full-time EOS experience working with companies across industries to align vision with execution and drive transformative results. Known for his direct yet kind communication style and practical mindset, he has helped more than 100 leadership teams foster world-class cultures and achieve measurable success. Chris blends disciplined operating system implementation with a people-first approach that empowers leaders to get what they want from their business and have fun doing it.

    Websites - https://bizsgt.com/

    - https://goexpand.com/

    LinkedIn - https://www.linkedin.com/in/chris-hallberg-01516315/

    --
    Timestamps:
    (00:24) – From Uniform to Suit: Chris’s transition from Military Police and Sheriff Deputy to high-growth entrepreneur.
    (01:42) – The "Expedient" Exit Mistake: Why selling too fast cost Chris a fortune (and how to avoid it).
    (03:31) – Golden Handcuffs: How to structure your leadership team so the business survives without you.
    (07:14) – The "Fish and Chip" Model: Understanding the brutal reality of due diligence and last-minute price chiseling.
    (10:23) – Timing the Market: Assessing trends (like AI) to know when your industry valuation has peaked.
    (14:19) – Leadership Red Flags: Why "warm and fuzzy" leadership fails during the cold scrutiny of investment bankers.
    (20:49) – Driving Valuation with EOS: How installing a Business Operating System can double or triple your multiple.
    25:28 – The Transparency Dilemma: How to tell your team you are selling without causing a panic (The "Growth Capital" script).
    (29:08) – The Halo Effect: Why hiring veterans and Special Ops leaders can transform your civilian workforce.

    --
    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/
  • The Exit - Presented By Flippa

    Stop Building, Start Buying: How to Grow Enterprise Value by 1,200% with Tom Shipley

    29/12/2025 | 33 mins.
    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

    --
    Are you trying to grow your business by 10% year over year? You might be leaving massive wealth on the table. In this episode, we sit down with Tom Shipley, a former Special Forces operator turned serial entrepreneur and aggressive investor. Tom challenges the traditional startup narrative with a shocking reality: Growing organically might increase your value by 50% over five years, but buying competitors can increase it by 1,200%. Tom shares his incredible journey from the dot-com bust, where he was days away from missing payroll, to buying a $15M division of Boise Cascade without using his own capital. We unpack the "Programmatic M&A" playbook, how to use acquisitions to solve operational weaknesses, and why the best path to a massive exit is often buying your way there.

    --
    Tom Shipley is a serial entrepreneur and M&A strategist known for creating the “Add a Zero” growth philosophy, which helps founders rapidly scale their businesses through strategic acquisitions. From his early career as an IDF special forces operator to building and advising brands that have generated more than $2 billion in revenue, Tom brings a rare combination of disciplined execution and bold dealmaking. A pioneer of programmatic M&A for mid-market companies, he has raised over $100 million, led multiple acquisition platforms, and now teaches 7 to 9 figure founders how to accelerate growth, close capability gaps, and engineer premium exits through smart, repeatable deals.

    Websites - https://www.tshipley.com/

    - https://dealconlive.com/

    LinkedIn - https://www.linkedin.com/in/t-shipley/

    Time Stamps:
    00:00 - Intro
    02:47 - Buying a division of a Fortune 500 company without cash
    05:05 - Scaling a beauty brand from $30k to $100M+ via acquisition
    08:09 - How Mezzanine debt works (and why it’s better than pure equity)
    12:51 - The Golden Stat: 50% vs. 1,200% Enterprise Value growth
    17:58 - The thought exercise that will force you to raise your prices today
    20:41 - The biggest mistakes entrepreneurs make when selling
    24:14 - Why "Day One" after closing is the most dangerous time
    27:31 - What is Programmatic M&A?

    --
    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/
  • The Exit - Presented By Flippa

    The $50 Million Mistake: Private Equity Secrets to Selling Your Business for 11x EBITDA with Alexis Sikorsky

    22/12/2025 | 34 mins.
    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

    --
    Are you running your business, or is it running you?
    In this episode, we sit down with Alexis Sikorsky, co-founder of Nightscale, who reveals the brutal truth about the "Grind" and the specific strategies he used to exit his banking software company for a massive multiple.
    If you are a founder stuck at the $5M–$10M revenue plateau, this episode is a masterclass in cashing out. Alexis breaks down the "$50 Million Mistake", a calculation of the money and time he lost by not knowing the secrets of Private Equity earlier, and how you can avoid it.

    What You’ll Learn:
    The "Fish and Chip" Trap: How Private Equity firms lure founders with high valuations only to chip away at the price during due diligence—and how to stop them.
    Nominal EBITDA vs. EBITDA: The financial metric that matters more than your bottom line. Learn how "dressing the bride" and identifying add-backs can instantly increase your valuation.
    The Magic Number: Why a $40M valuation is the specific target for a lifestyle where you never have to touch your capital again.
    The Due Diligence Reverse Card: How to investigate a PE firm by calling the founders they don't want you to talk to.
    Escaping the Operator Trap: Why you need to fire yourself from day-to-day operations to make your company sellable.

    --
    Alexis Sikorsky is a seasoned entrepreneur, strategic advisor, and #1 international best-selling author who helps founders and SMEs scale with confidence, make smarter strategic decisions, and prepare for long-term growth and successful exits. Over his career, he has founded, scaled, and led multiple companies, including building and selling a software business to private equity in a nine-figure transaction. He is the founder of Sikorsky Consulting Ltd. and a co-founder of KnightScale Partners, where he works closely with founders as a true operator partner, providing experienced, founder-to-founder guidance on scaling, leadership, and value creation. Holding an EMBA from Oxford University, Alexis blends real-world entrepreneurial experience with strategic insight to help business owners future-proof their companies and navigate critical inflection points.

    Website - https://www.knightscalepartners.com/

    LinkedIn - https://www.linkedin.com/in/alexis-sikorsky-consulting/

    --
    Time Stamps:
    (01:11) Surviving the 2008 crash: Losing 75% of revenue overnight.
    (03:46) The "Unbelievable" Offer: Selling for 11x EBITDA based on a future plan.
    (06:00) Calculating the $50 Million / 5-Year Mistake.
    (08:59) When is the right time to sell? (The mathematics of the exit).
    (14:00) Red Flags: Detecting the "Fish and Chip" strategy.
    (20:30) How to boost valuation using Nominal EBITDA and non-recurring costs.
    (27:30) Why you should do M&A earlier than you think.

    --
    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/

More Technology podcasts

About The Exit - Presented By Flippa

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 https://flippa.com/the-exit-podcast/
Podcast website

Listen to The Exit - Presented By Flippa, Better Offline and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features
Social
v8.3.0 | © 2007-2026 radio.de GmbH
Generated: 1/21/2026 - 2:12:01 AM