How AI Is Changing Business Brokerage Forever with Flippa CEO, Blake Hutchison

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, we sit down with Jeremy Harbour, a legendary dealmaker who has mastered the art of small-business M&A. Jeremy has spent decades building, buying, and selling businesses across the globe, and today, he’s sharing his unconventional wisdom on how to scale through acquisition—without the traditional "grind" of organic growth.

 We explore why starting a business is often a "broken" model and why buying an existing, cash-flowing company is the ultimate shortcut to wealth. Jeremy breaks down his famous "no-money-down" deal structures, the importance of creating win-win scenarios for sellers, and how his Agglomeration strategy allows small businesses to play in the big leagues of public markets.

 Whether you're looking to make your first acquisition or planning your ultimate exit, Jeremy’s practical, no-nonsense approach to deal-making is a masterclass in financial engineering and entrepreneurship. 
 --
 Jeremy Harbour is an entrepreneur and dealmaker, based in Dubai, who has built, bought, fixed, and sold numerous small and mid‐sized businesses over several decades. As founder of the Harbour Club and CEO and founder at Unity Group, he specialises in small‐business M&A and acquisition, entrepreneurship, and helping business owners grow through buying companies rather than starting from scratch. Jeremy is known for his practical no‐nonsense approach to doing deals, structuring win‐wins, and helping entrepreneurs create real wealth through private company ownership and public listings.


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

 Website - https://www.harbourclubevents.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/

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 -- Have you ever wondered why two identical businesses can sell for vastly different prices? One owner walks away with generational wealth, while the other settles for a steep discount and "unattractive" terms. In this episode of The Exit, Steve McGarry sits down with Cameron Bishop, the Managing Director at Raincatcher, to pull back the curtain on the high-stakes world of M&A. From his humble beginnings as an advertising copywriter to scaling a company to $400 million with 2,000 employees, Cameron has been in the driver’s seat of over 90 buy-side and sell-side deals. Today, he’s sharing the tactical "cheat sheet" every founder needs to maximize their valuation and avoid the mistakes that kill deals in diligence.
 -- 
 Cameron Bishop is an experienced executive and entrepreneur known for driving growth and transformation across media and education businesses. He began as a copywriter and rose to CEO of Intertec Publishing, scaling it into a $400 million global enterprise, and later co-founded Ascend Media, growing it into a $120 million company backed by JP Morgan Chase. Cameron has also advised private business owners on exit strategies through Capitus and served as CEO of SkillPath Seminars, where he led a successful turnaround through rebranding, operational improvements, and digital innovation. Today, he works with entrepreneurs to navigate challenges, maximize value, and unlock new growth opportunities. LinkedIn - https://www.linkedin.com/in/cameron-bishop-19b6804/ Website - https://raincatcher.com/ [00:20] – Cameron’s "unusual" journey: From advertising copywriter to Managing Director. 
[01:10] – Scaling a $7M business to a $400M powerhouse with 2,000 employees. 
[02:44] – The Essential Question: What are the common mistakes that kill deals in diligence? 
[05:37] – The 95/5 Rule: Why working on your business is more important than working in it. 
[09:00] – The "Accounting Horror Stories" and why GAAP accrual is a non-negotiable for buyers. 
[10:45] – The Owner Dependency Trap: Passing the "Vacation Test". 
[14:00] – The "Fish and Chip" Method: How to protect your valuation from "retrading". 
[15:30] – The power of Sell-Side Diligence and why it's a "full-time job on top of a full-time job". 
[22:00] – Case Study: How a competitive bidding environment turned a $19M valuation into a $28M exit. 
[24:43] – How to connect with Cameron and the team at Raincatcher.
 -- 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/

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 


 --
 Blake Hutchison, CEO of Flippa, the world's largest marketplace for buying and selling digital businesses, joins Steve McGarry to unveil Broker AI: a suite of AI-powered tools that's set to transform how small business M&A gets done. From AI agents that source deals and qualify buyers, to automated P&L builders and multilingual deal rooms, this episode breaks down how Flippa is democratising business brokerage for entrepreneurs around the world. 
--
 
Blake Hutchison is the Chief Executive Officer of Flippa, the online marketplace that enables buying and selling of websites, apps, stores, and digital businesses. Since taking the helm in late 2018 as a turnaround CEO, Blake has driven Flippa’s growth and led a global team focused on empowering entrepreneurs and small business owners to exit on their terms and own their future.


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

Check Out Flippa’s Partner Program - https://flippapartners.com/ 
 
--
 Key Moments: 00:00 - Introduction — Blake Hutchison returns to The Exit 00:55 - Why business brokers are the heart of small business M&A 02:30 - Introducing Broker AI and the Certified Flipper Broker Partner Program 04:30 - Who should apply — the ideal broker partner profile 07:43 - Inside the brokerage process: deal sourcing, Lauren AI, and how leads work 09:00 - The P&L Builder: building SDE-adjusted financials for M&A 10:30 - The IM Generator and the 7 agents running on the platform 12:14 - Meet Brian and Lauren — the AI agents with names 14:28 - Going global: why the program is open worldwide 18:00 - Real-world example: Brokerall in Rome and the Italian Amazon FBA community 21:03 - Multilingual deal rooms in action 24:00 - Which asset types are hottest right now: Ecom, YouTube, and what's cooling 25:19 - The state of AI: fear, opportunity, and what Blake built himself this week 31:45 - Where to learn more and how to apply -- 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/

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, Steve McGarry sits down with Tyson Ray, CEO of Form Wealth Advisors and a certified exit planner. With over 27 years in the financial services industry, Tyson shares his journey from a childhood shaped by financial hardship to becoming a guide for business owners facing their inevitable "exit." 
Whether you plan to sell next year or die at your desk, Tyson explains why every entrepreneur needs a succession plan. He introduces his signature SPACE framework and discusses the critical psychological shifts required to successfully transition away from a business you've spent a lifetime building. 

-- 
After nearly 30 years building a successful financial advisory practice, Tyson Ray realized his assumed succession plan was actually built on unchecked assumptions that could put everything at risk. That moment of reflection inspired his book Total Succession, the SPACE™ framework (See, Prepare, Act, Commit, Exit), and The Total Succession Show podcast, where he helps financial advisors exit their businesses with clarity and confidence. Tyson encourages advisors to confront difficult questions about leadership, client protection, and letting go, with one clear message: it is never too late to get succession planning right.

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

Website - https://formwealth.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/

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 
--
 What happens when you go from the high-flying life of a Silicon Valley wunderkind to getting laid off and being miserable in a cubicle? For Ab Emam, it was the spark that ignited a 25-year serial entrepreneurship journey.

In this episode, Ab sits down with Steve McGarry to break down the "scar tissue" of building and selling three distinct companies. From losing 51% of his first business to navigating government hacks and eventually finding a massive exit with Private Equity, Ab shares the raw, unpolished truth about what it actually takes to scale and sell.

 --
 Ab Emam is a seasoned digital and tech entrepreneur with a proven track record of building, scaling, and successfully exiting multiple ventures. Known for his expertise in digital strategy, technology innovation, and driving business growth, Ab has developed deep experience helping organizations leverage digital transformation and AI-driven efficiency. A two-time exit founder and active voice in the entrepreneurial community, he shares insights on private equity, startups, marketing, and leadership while advising founders on scaling and exit strategy.


 LinkedIn - https://www.linkedin.com/in/abemam/ --
 Key Takeaways & Timestamps:
 [02:50] Transitioning from Silicon Valley energy to the "boring" DC government scene. [09:15] The "Golden Nugget": Why you should never give away 51% ownership of your startup. [13:30] Founding GovTrends: Managing congressional websites and surviving high-profile hacks. [21:00] Building for Exit: The 3 pillars of high valuation (Scalability, Leadership, and Recurring Revenue). [24:50] How to drive your valuation up when talking to Private Equity. [34:00] The "Time Machine" effect: Why every founder needs a mentor who has already fought the battles.

 --
 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/

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 


 --
 What does an 8-year-old’s soda stand have in common with an $83M Series C tech exit? For Daniel R. Odio (DROdio) (Founder & CEO of Storytell.ai), the answer is simple: Seeing the wave before it hits.
 From building "Redfin before Redfin" by indexing the MLS for Google, to scaling the DevOps giant Armory, DROdio has mastered the transition from founder to serial departer. In this episode, we go deep on the "physics" of an acquisition, why businesses are bought (not sold), and how he is currently using AI to deconstruct unstructured data.

 -- Daniel R. Odio (DROdio) is a seasoned technology entrepreneur and CEO of Storytell.ai, a predictive strategic intelligence platform trusted by enterprise teams to extract signals from complex data and make it actionable. Previously the founding CEO of Armory, a cloud infrastructure company that helped Global 2000 companies ship software faster and more safely before its acquisition by Harness in 2024, Daniel has built and led multiple successful startups through growth and exits. He combines deep technical and business expertise with a passion for founder-first communities like FounderCulture, and he shares insights on leadership, product strategy, and AI.

 Website - https://storytell.ai/ 

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


 --
 [02:09] Catching the 20-year tech waves: From Real Estate to DevOps to AI.
 [03:15] "Redfin before Redfin": How DROdio gamed early Google search results to dominate the DC real estate market.
 [04:47] The Ezra Royzen philosophy: Why businesses are bought, not sold.
 [06:13] Preparation is everything: How a messy NDA folder can kill a seven-figure deal.
 [08:30] The Strategic Buyer: How to find a champion who will put their career on the line to acquire you.
[12:30] Lessons from Armory: Scaling to 150 people and the importance of "tending the founder garden."
 [16:10] Advice to my younger self: "Founders are time travelers."
 [18:30] Demo: Using Storytell.ai to analyze a Flippa listing and find "Existential Threats" in seconds.


 -- 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/

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 

 
-- What happens when you’re at the finish line of a massive business exit and decide to walk away? In this episode, Steve Young, founder of App Masters, joins Steve McGarry to unpack his decade-long journey from a side-hustling app developer to a major player in the mobile marketing space.
 Steve shares the raw truth behind selling app portfolios on Flippa, the common mistakes founders make during due diligence, and the surprising lessons he learned from a failed multi-million dollar exit. Whether you’re building your first "Minimum Viable Revenue" product or preparing for a seven-figure sale, this episode is a masterclass in patience, clean books, and the power of audience-first business building.

 -- 
 Steve Young is an author, speaker, and host of the #1 app marketing YouTube channel with 50K subscribers. He has interviewed the biggest names including the co-founder of Shazam, Crossy Road, Mafia Wars, Color Switch, and more! He is also the founder of App Masters the app marketing agency that helps grow apps faster, better & cheaper.


 Website - https://appmasters.com/ 

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


 --
 [00:37] Steve’s origins: From a meetup group to building cross-platform iOS and Google Play apps.
 [01:30] Why niching down into a podcast about apps in 2013 was the catalyst for his 30+ person team today.
 [04:50] Selling on Flippa: Why "real estate value" and ASO (App Store Optimization) are key drivers for app sales.
 [07:10] Inside a "failed" major exit: Learning the buyer's mindset and why Steve chose to walk away at the finish line.
 [10:00] Preparing for the 7 and 8-figure level: The importance of "squeaky clean" books and systemized tax returns.
 [11:50] The Five Whys: How to determine if it’s the right time to sell or if you’re just experiencing burnout.
 [13:45] Creative Financing: Understanding seller notes and how they benefit both the buyer and the seller.
 [15:22] The Golden Rule of M&A: "Until the money is in the bank, pretend you still own it."
 [19:04] Advice to a younger self: "Do the work, give up the timeline."
 [21:00] The future of App Masters: Moving from an agency model to an app portfolio team focusing on "Minimum Viable Revenue."
 -- 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/

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 a candid conversation, Aleksandar Svetski (founder of Satlantis and formerly of Amber) pulls back the curtain on the "messy" reality of exiting businesses. From selling a payroll app for six figures to navigating the regulatory hurdles of the Bitcoin world, Svetski offers a masterclass in founder psychology and strategic timing.
 Key Takeaway for Founders: The ultimate competitive advantage isn't just "hustle", it's the ability to slow down. Svetski’s advice to his younger self is to breathe between ventures. Opportunities are infinite; your health and clarity are not. -- Aleksandar Svetski is an entrepreneur, author, and Bitcoin advocate focused on the intersection of technology, economics, and personal sovereignty. He is the author of The UnCommunist Manifesto and The Bushido of Bitcoin, where he explores themes of sound money, culture, and individual responsibility. Aleksandar has founded and led multiple ventures in the Bitcoin ecosystem, including Satlantis, and previously co-founded Amber, helping scale the platform as it made Bitcoin more accessible to everyday users. His work centers on building systems and communities that support financial independence, long term thinking, and human connection in a digital world.

 Website - https://www.satlantis.io/ 

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

 -- 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/

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:
flippa.com/exit

 -- In this episode, Steve McGarry sits down with Andrew Hulbert, an exited founder who turned a bedroom startup into a £50 million turnover facilities management powerhouse. Andrew shares the unvarnished truth about the "double exit" strategy, how he raised $100 million in private equity, and why he chose to retire at age 37 to become a full-time dad and "jam-maker" on his farm in Oxfordshire. If you are a founder looking to de-risk your life while scaling your business, this episode provides the exact playbook.

 -- Andrew Hulbert grew a business from his bedroom into one of the UK’s fastest-growing companies in facilities management. In just nine years, he scaled the company to over 500 people, winning more than 40 awards and delivering £0.25bn in contracted services. He went on to create eight figures in exit value for the business, generating significant value for all. Today, Andrew is sharing his story to inspire others and shape the future of entrepreneurship and leadership.
 LinkedIn - www.linkedin.com/in/andrewhulbert/
 Instagram - www.instagram.com/_andrewhulbert/

 -- (00:00) – The "Working Class" Spark: From factory-worker roots to launching a business in a bedroom at age 27.

(01:10) – Scaling to £50M: The 9-year journey of managing 500 staff and raising $100M in investment.

(01:53) – The Art of De-Risking: Why Andrew took £18M off the table early and why "secondary sales" are a founder’s best friend.

(03:15) – Hiring Your Replacement: How investing £1M in a new C-suite prepared the business for a massive secondary exit.

(05:27) – Losing Control vs. Gaining Liquidity: Navigating the "soul-selling" reality of working with Private Equity.

(07:29) – The COVID Catalyst: How the pandemic shifted Andrew’s perspective on fatherhood and forced an exit timeline.

(09:48) – Knowing When to Walk Away: The internal "soul conversation" required to recognize the right time to sell.

(13:01) – Driving the Multiples: Why your CFO is your most important hire during a sale process.

(14:50) – The Momentum Narrative: Using LinkedIn, press releases, and awards to create a "bidding war" environment.

(17:41) – The £12M Mistake: Lessons learned from "ratchets" and corporate advisor incentives.

(20:44) – The Physical Toll of an Exit: Why Andrew lost 120 lbs and the importance of health during a transaction.

(23:20) – Final Wisdom: What the Andrew of today would tell the Andrew of 10 years ago.

 -- 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/

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 growing your company in a way that truly prepares you for a successful exit, or are you hoping it will all work itself out when the time comes? Whether selling is right around the corner or still years away, building with the exit in mind can be the difference between a smooth transition and long-term regret.
In this episode of The Exit, Steve sits down with Alex Seydel, a former M&A attorney turned business exit strategist and co-founder of Ripple’s Edge Advisors. After working on countless transactions, Alex has seen firsthand why so many founders walk away dissatisfied, not because they sold, but because they sold to the wrong buyer, in the wrong way, without proper preparation.

 -- Alex Seydel is an M&A attorney turned business exit strategist and the co-founder of Ripple’s Edge Advisors, where she helps founders grow with the exit in mind by maximizing value, attractiveness, and readiness long before a deal is on the table. Drawing on years of experience working across complex transactions, Alex partners with business owners to reduce risk, increase transferability, and position their companies for higher-quality exits at stronger multiples. A former Division I soccer player at the University of Iowa, she brings a competitive, disciplined mindset to every engagement, and when she’s not talking exits, you can usually find her discussing sports, Lane 8, or hanging out with her Golden Retriever, Thumper.

 LinkedIn - https://www.linkedin.com/in/alexandria-seydel/ 
 Website - https://www.ripplesedgeadvisors.com/ 

 -- (00:00) Alex’s path from M&A attorney to exit strategist.
 (02:30) Why so many founders regret exits even after successful closes.
 (03:20) Getting clear on what you want before preparing to sell.
 (05:15) The biggest misconceptions founders have about exit readiness.
 (06:50) How to think about timing, growth, and selling without burnout.
 (09:25) Gender dynamics at the deal table and trusting your instincts as a founder.
 (14:15) Understanding advisor incentives and navigating intimidating deal calls.
 (16:50) What actually drives valuation beyond revenue and EBITDA.
 (18:45) Testing owner dependence and improving transferability.
 (20:05) The most common mistakes sellers make when choosing buyers.
 (22:00) Why maximizing cash at close often matters most.
 (22:50) Creative deal structures and smarter earn-outs.
 (25:30) Advice Alex would give herself ten years ago.
 (26:40) What Alex is working on now and where to find her.

 -- 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/