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 Eight-Figure Miss: Hard-Won Lessons From Multiple Exits with Danny Davis
The Exit - Presented By Flippa
36 minutes 18 seconds
2 months ago
The Eight-Figure Miss: Hard-Won Lessons From Multiple Exits with Danny Davis
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
--
Danny Davis, CEO of Hyperfi, shares hard-won lessons from multiple exits including taking a cannabis tech company public and missing an eight-figure investment in Loom.
Key Topics:
• How a hospital bed insight led to patenting the world's first cannabis cartridge filling system
• Why board control is make-or-break for successful exits (and what happened when he lost it)
• The revenue vs. investment dilemma: when to kill your cash cow for the bigger bet
• Being Loom's first customer, offered to be first investor, and saying no—an eight-figure miss
• Why he only invests in founder-led companies now (even controversial ones like Travis's Uber)
• Building Hyperfi: applying Ben Horowitz's People → Product → Profit formula
• The "N+1 strategy" for risk management every entrepreneur needs
• Why timing is everything: two years makes the difference between too early and too late
Biggest Takeaway: "For every person I talk to that has hindsight, they always had an inkling. The mistakes happen when you sell yourself short or get out too early."
Danny went from 13 years in corporate IT to multiple successful exits by spotting pattern-breaking opportunities in taboo markets. Now he's building Hyperfi, an AI-powered IT procurement platform solving a $1.5 trillion problem.
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Danny Davis is a multi-exit founder, technologist, and hands-on operator known for building companies that push industries forward. From taking Convectium public at a $100M+ valuation to leading W3Box.io’s blockchain and AI-powered membership systems for global brands, his ventures bridge the physical and digital worlds. Holding eight patents across connected packaging and authentication, Danny’s work sits at the intersection of design, code, and commerce. Now founder of HyperFi, an AI-native enterprise IT platform, he leads with precision, purpose, and his guiding motto: “Break to Fix.”
LinkedIn - https://www.linkedin.com/in/dannydavis12/
Website - https://hyperfi.ai/
--
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/
