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/
All content for The Exit - Presented By Flippa is the property of The Exit - Presented By Flippa and is served directly from their servers
with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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 Power of Brand and Timing: Rob Basso’s Multi-Million Dollar Exit Playbook
The Exit - Presented By Flippa
36 minutes 13 seconds
5 months ago
The Power of Brand and Timing: Rob Basso’s Multi-Million Dollar Exit Playbook
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, entrepreneur Rob Basso shares how he built Advantage Payroll Services into a $25M business and exited on his own terms. His journey started humbly, wrapping resumes in deli sandwiches, and ended with a strategic sale to a public company.
Rob planned his exit from day one, focusing on clean financials, employee retention, and leveraging his personal brand to win trust. He urges founders to be visible, not just their company, and to run a business that’s always “sale-ready.”
When it came time to sell, he passed on higher PE offers with earn-outs in favor of a lower upfront deal because he was emotionally done and ready to move on. The decision? One of the best he’s ever made.
Post-sale, Rob struggled with identity loss but rebounded by helping others build personal brands and make better business decisions. His final lesson? Be authentic. Trying to be someone you’re not, whether with staff or clients, can backfire.
Rob’s story is a reminder that successful exits aren’t just financial: they’re personal. And planning ahead, staying true to yourself, and choosing the right buyer can make all the difference.
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Rob Basso is a recognized business coach, entrepreneur & speaker. He is a published author, professional speaker and sought-after media personality. He has operated and sold many businesses in the past two decades including Associated Human Capital Management and Advantage Payroll Services. The most recent two companies were sold to public companies at industry high valuations. Known as The Everyday Entrepreneur, the media frequently calls upon Rob for his insights, opinions and expertise. In 2022 he was a judge for the American Business Awards (division of the Stevie Awards), panelist for the Middle Market Alliance, mentor for the Next Gen Summit and numerous other speaking engagements.
Rob Basso on LinkedIn: https://www.linkedin.com/in/robbasso/
Website: https://www.robbasso.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/
The Exit - Presented By Flippa
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/
