PodcastsTechnologieThe Exit - Presented By Flippa

The Exit - Presented By Flippa

The Exit - Presented By Flippa
The Exit - Presented By Flippa
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  • The Exit - Presented By Flippa

    Is "Digital Hygiene" Killing Your Valuation? Why Your Biggest Exit Risk Isn't Your P&L with Paige Wiese

    20-04-2026 | 28 Min.
    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 your digital assets a ticking time bomb for your business valuation? In this tactical episode of The Exit, host Steve McGarry sits down with Paige Wiese, founder and CEO of Tree Ring Digital, to unpack the often-overlooked world of digital asset management in M&A.

    Paige shares her journey from architecture to becoming a digital asset expert, revealing how "poor hygiene" around domain names, license keys, and social media logins can derail a deal or provide buyers with unwanted leverage during negotiations. Whether you are a referral-based business or a personal brand, this episode provides a roadmap for documenting your digital footprint to ensure a smooth, high-value transition.

    What You’ll LearnBeyond Crypto:
    Beyond Crypto: Why digital assets actually refer to the 300+ data points, from hosting and domain names to email addresses and plugin license keys, that keep your company operating online.

    The Valuation Killer: How inaccessible accounts and missing documentation can lead to reduced valuations and "deal friction" during due diligence.

    The "Vendor Trap": Why you must read your contracts to ensure you, not your agency, actually own your website, content, and SEO rank.

    Decoupling the Founder: The 3-year strategy for shifting authority from a personal brand to a company brand to increase business transferability.

    Ownership Mapping: Why password managers aren't enough, especially when 2FA is tied to a former employee's phone, and how to effectively prepare your assets for a hand-off.

    --
    Paige Wiese is the founder and CEO of Tree Ring Digital, a top-ranked Denver-based
    marketing agency that develops high performance websites and digital marketing strategies for
    businesses nationwide. With 16 years of industry experience, Paige has seen companies and
    CEOs struggle to manage and maintain their assets through growth or transition. She has
    recently developed a proprietary digital asset management service to track and protect
    companies’ over 200 data points. Paige is a dedicated speaker and mentor on the topics of
    brand protection and business growth.

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

    Website - https://www.treeringdigital.com/theexit

    --
    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 9-Figure Exit: Scaling a Restaurant Tech Powerhouse with Kevin Rice

    13-04-2026 | 31 Min.
    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, we dive into the remarkable journey of Kevin Rice, co-founder of a premier digital consultancy that achieved a massive nine-figure exit in late 2021. From teaching himself to build websites in a college dorm to leading a team of over 250 people, Kevin shares the gritty details of scaling, failing, and eventually winning big.


    Key Takeaways:
    The Power of Hyper-Niche: How shifting from a generalist agency to focusing exclusively on the restaurant industry ignited their growth trajectory.


    Building "NomNom": Why creating proprietary Intellectual Property (IP) changed their valuation and boosted their new business close rates to 80%.


    The "Second Job" of Selling: Why founders must be prepared for the grueling reality of running a company while simultaneously managing a full-time acquisition process.


    Surviving the Pandemic: How doubling down on digital transformation (online ordering and loyalty programs) helped their clients survive COVID-19 and grew their business by 100% in 2021.

    The Banker Advantage: Why Kevin highly recommends hiring a professional banker to create competition among buyers and maximize enterprise value.


    --
    Kevin Rice is an entrepreneur, operator, and leadership thinker with a track record of building and scaling high growth companies from the ground up. He has grown a startup from just a few people into a multi hundred employee organization with a successful nine figure exit. Kevin is also the host of the CEOs and ABCs podcast, where he explores how high performers can lead effectively at work while showing up fully in their personal lives.

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

    CEO’s and ABC’s Podcast - https://www.ceosandabcs.com/

    
--
    Timestamps:
    [00:33] The "Garage Start": Meeting his co-founder at Cal Poly and starting out in a dorm room.

    [03:34] The Pivot: Narrowing the focus to the restaurant industry after a 2016 layoff.

    [05:58] The Differentiator: Developing "NomNom" IP to move beyond the "we have the best people" agency cliché.

    [08:16] The Failed Deal: A raw look at an acquisition that fell through the day before Christmas.

    [13:14] COVID-19 Impact: How the pandemic accelerated the need for digital dining and fueled massive growth.

    [18:16] Lessons Learned: The mistake of trying to run two different business models (SaaS vs. Service) at once.

    [24:24] Personal Reflection: Kevin’s advice on being present for family while achieving high-level success.

    --
    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

    Building to Sell: Scaling, Sacrifice, and Smart Exits with Joshua Gould

    06-04-2026 | 34 Min.
    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 Joshua Gould, CEO of thebigword, who shares his journey from joining a small family business to scaling it into a $100 million company and ultimately selling a majority stake. Joshua breaks down the realities of bootstrapped growth, the sacrifices required to reinvest every dollar back into the business, and the turning point where he shifted from chasing revenue at all costs to building a company that could actually be sold.

    We dive into what it really means to “run your business like a private equity firm,” including why most founders leave millions on the table by not preparing early enough, how to think about every expense as a multiple of your eventual exit value, and the critical importance of having the right financial leadership in place. Joshua also shares hard-earned lessons on timing your exit, avoiding common deal mistakes, and why selling when you don’t have to is often the smartest move. Whether you are scaling toward your first exit or optimizing for long term value, this episode is packed with practical insights on building a business that buyers actually want.

    --
    Joshua Gould is a seasoned executive with over two decades of C-level leadership experience across the technology, defense, consumer packaged goods, and healthcare sectors. Currently as the CEO of thebigword, he has built a reputation for driving strategic growth, operational excellence, and innovation within complex organizations. Known for his ability to scale businesses and lead cross-functional teams, Gould brings a global perspective to leadership, combining commercial insight with a strong focus on delivering measurable results.

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

    The Exec Craft Podcast - https://www.youtube.com/@exec_craft

    --
    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 Art of the Deal: No-Money-Down M&A Strategies with Jeremy Harbour

    30-03-2026 | 34 Min.
    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/
  • The Exit - Presented By Flippa

    The $400 Million Exit Strategy with Cameron Bishop

    23-03-2026 | 29 Min.
    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/

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Over 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/
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