Episodi

  • E47: Solving Problems Through Acquisition ft. Tom Shipley
    Jan 15 2026

    In this engaging episode, co-hosts Ayelet Shipley and Christian Hassold welcome Tom Shipley to share his journey of building and scaling businesses through acquisitions. He discusses the challenges and opportunities in mergers and acquisitions (M&A) present, emphasizing the importance of strategic thinking and relationship building. The conversation also explores partnership dynamics and the role of external partners in resolving conflicts. Tom highlights the power of acquisitions in overcoming business challenges and achieving growth, offering insights into the process of identifying and acquiring businesses.


    Takeaways

    • Acquisitions can solve almost every business challenge.
    • Partnership dynamics often require external mediation.
    • Strategic thinking is crucial in M&A.
    • Building relationships is key to successful acquisitions.
    • Acquisitions offer a faster path to business growth.
    • Understanding seller motivation is essential in deals.
    • Partnership conflicts can hinder business progress.
    • Acquisitions can provide liquidity and strategic opportunities.


    Chapters

    00:46 Tom Shipley’s Path Into M&A

    01:38 The First Acquisition That Changed Everything

    05:34 Using Acquisitions to Solve Cash and Capability Gaps

    08:28 Buy vs. Build: Rethinking Entrepreneurship

    09:37 Seller Motivation and Why Deals Exist Everywhere

    11:50 Organic Growth vs. Acquisition Math

    13:41 Partnership Misalignment as a Growth Blocker

    14:21 How M&A Can Resolve Partner Deadlock

    19:26 Mergers as a Reset for Growth and Liquidity

    28:40 The Valley of Despair for Mid-Market Founders

    29:45 Buying the Next Chapter vs. Starting Over

    31:50 Where to Find Acquisition Opportunities

    37:49 Adding a Zero: Expanding the Mental Model

    39:44 DealCon, Reources, and Community


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured


    Connect with Tom Shipley

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


    Hosted on Acast. See acast.com/privacy for more information.

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    41 min
  • E46: The UK Independent Agency Scene w/Robin Skidmore, CEO Journey Further
    Jan 8 2026

    In this episode of the Inorganic Podcast, co-host Christian Hassled interviews Robin Skidmore, a seasoned entrepreneur and the founder and CEO of Journey Further. They discuss Robin's journey from humble beginnings to founding successful agencies, including Epiphany Search and Journey Further. The conversation explores the evolution of Journey Further, its recent acquisition of Salderson Media, and the challenges of expanding into the U.S. market. Robin shares insights on agency culture, the current state of the UK agency market, and the importance of adapting to changes in consumer behavior and technology, particularly AI. The episode concludes with a discussion on Robin's investments in startups and the significance of maintaining a strong company culture as the agency grows.


    Takeaways

    • Robin Skidmore's entrepreneurial journey began with a car wash at age 12.
    • Journey Further was launched in 2017 with a clear roadmap for growth.
    • The agency focuses on performance media and aims to be creatively driven.
    • Acquisition of Salderson Media was strategic for expanding capabilities.
    • Expanding to the U.S. market presented unique challenges and cultural differences.
    • Maintaining a strong company culture is crucial for agency success.
    • The UK agency market is experiencing consolidation and increased competition.
    • AI is transforming the marketing landscape, requiring agencies to adapt.
    • Investing in startups allows for a deeper understanding of client challenges.
    • Cultural dynamics influence agency operations and client relationships.


    Chapters


    00:00 Introduction to Robin Skidmore and Journey Further

    02:14 Robin's Entrepreneurial Journey and Epiphany Search

    04:52 The Evolution of Journey Further

    08:13 Acquisition of Salderson Media and Market Relevance

    10:32 Expanding to the U.S. Market: Challenges and Insights

    17:31 Cultural Differences in Agency Operations

    20:16 Lessons from Epiphany to Journey Further

    23:29 The State of the UK Agency Market

    26:21 Future Growth Strategies and Inorganic Expansion

    30:28 Cultural Dynamics in Agency Growth

    34:21 Investments Beyond Agencies: The Pub and Startups

    41:22 Maintaining Culture and Addressing AI Challenges


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured

    Hosted on Acast. See acast.com/privacy for more information.

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    51 min
  • E45: M&A Frenzy in the AI Era
    Jan 4 2026

    In this episode, co-hosts Ayelet Shipley and Christian Hassold delve into AI related acquisitions, particularly focusing on outsized valuation multiples and whether they are sustainable or extensible to the digital agency sector. They discuss the valuation multiples seen in recent AI focused acquisitions led by Meta, Nvidia, Cvent, and OpenAI, and opine on the race for talent in the AI era. The conversation highlights the evolving landscape of agency capabilities in the face of AI advancements and the potential for consolidation in the market. The hosts also explore the future of digital agencies and the opportunities that lie ahead for strategic acquirers in the AI domain.


    Takeaways

    • AI is driving significant M&A activity in the tech sector.
    • Recent acquisitions show high valuation multiples for AI companies.
    • The trend of acquiring talent over products is prevalent in AI M&A.
    • Digital agencies must adapt to the changing landscape influenced by AI.
    • There is a potential consolidation in the agency market due to AI advancements.
    • Strategic acquirers are looking for speed to market through AI capabilities.
    • The valuation of AI startups is often based on capital raised rather than revenue.
    • The market for AI capabilities in agencies is still developing.
    • Founders may need to be realistic about their exit multiples in the current environment.
    • The future of digital agencies will be shaped by AI innovations.


    Chapters

    00:00 Introduction to AI Trends

    01:03 M&A Activity in AI

    05:16 Valuation Multiples in AI Acquisitions

    11:00 The Talent Acquisition Race

    15:18 AI's Impact on Agencies

    19:07 Future of Digital Agencies

    25:01 Opportunities in AI Acquisitions


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured

    Hosted on Acast. See acast.com/privacy for more information.

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    31 min
  • E44: Inside a Social Media Agency Pioneers Exit: Earnouts, Post Close, Lessons Learned
    Dec 19 2025

    In this episode of the Inorganic Podcast, co-host Ayelet Shipley interviews Carrie Kerpen, a pioneer in social media and co-founder of Likeable Media. They discuss Carrie's journey from starting a social media agency to successfully exiting the business. Carrie shares insights on the importance of profitability, setting exit goals, choosing the right M&A advisor, and negotiating earn-outs. She reflects on her experiences and the lessons learned, particularly for women entrepreneurs, and emphasizes the need for community and support in the business world.


    Takeaways

    • Carrie started Likeable Media in 2007, one of the first social media agencies.
    • The initial focus was not on exiting but on building a profitable business.
    • Setting a target exit value can help guide business decisions.
    • Timing and personal readiness are crucial when deciding to sell a business.
    • Choosing the right M&A advisor can significantly impact the sale process.
    • Negotiating earn-outs requires careful consideration of control and reporting.
    • Reflecting on the exit process can reveal areas for improvement.
    • Building a community for women founders can provide essential support.
    • Women entrepreneurs often face unique challenges in the exit process.
    • M&A can be a powerful tool for business growth and problem-solving.


    Chapters

    0:00 Introducing Carrie Kerpen

    1:05 Founding Likeable Media

    3:33 Early Growth & Cash Flow Challenges

    5:22 Becoming CEO and Focusing on Profitability

    6:37 Market Shifts & Productizing the Agency

    7:21 Building a Brand through All the Social Ladies

    9:07 Financial Stability & the $20M Exit Goal

    10:43 Knowing When It's Time to Sell

    12:55 Choosing an M&A Advisor vs. a Banker

    15:36 Price vs. Timing After the Exit

    18:22 Negotiating & Protecting an Earnout

    22:02 Life After the Sale

    23:12 What Carrie Would Do Differently

    24:51 Acting Like a Platform and Rethinking Capital

    25:58 The Exit Gap and The Whisper Group

    27:45 Closing Thoughts


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured


    Connect with guest, Carrie Kerpen

    https://www.linkedin.com/in/carriekerpen/



    Hosted on Acast. See acast.com/privacy for more information.

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    29 min
  • E43: State of Holdcos and What it Means for Independents w/Chloe Cotoulas of Everos
    Dec 11 2025

    Summary

    In this episode of the Inorganic Podcast, co-hosts Christian Hassold and Ayelet Shipley chat with Chloe Cotoulas, Partner at Everos Group and an investment banker with a diverse background in advertising and finance. On this episode they discuss Chloe's unique career path, the evolution of holdcos in the advertising industry, and the impact of market trends on large-scale independent agencies. The conversation also explores the future outlook for deal activity in the coming quarters, emphasizing the importance of AI and experiential marketing in shaping the industry.


    Takeaways

    • Chloe transitioned from a creative background to investment banking.
    • The convergence of creativity and business is crucial in today's market.
    • Holdcos are facing challenges due to changing market dynamics.
    • AI is reshaping the advertising landscape and agency operations.
    • Experiential marketing is becoming central to brand strategies.
    • The enterprise value of agencies is often misrepresented in the market.
    • Private equity is increasingly interested in the advertising ecosystem.
    • Founders are reconsidering their exit strategies in light of market changes.
    • The importance of financial performance in upcoming deal activity is paramount.
    • Prompt engineering is emerging as a valuable skill in the creative industry.


    Chapters

    00:52 Chloe Cotoulas' Presidential Writing Experience

    05:07 Chloe’s Career Path from Creative to Finance

    10:04 Holdco Shakeups, IPG–Omnicom, & WPP

    17:26 How Market Turmoil Impacts Independents

    19:03 New Buyers & Founder Mindset

    22:38 Selling to Holdcos vs. Challenger Networks

    24:15 The Rising Trend of Experiential + Social

    30:19 Deal Flow Outlook for the Next Two Quarters

    32:45 AI Opportunity: Differentiation & Acceleration

    33:24 AI Risks, Defensibility, & Prompt Engineering

    36:51 Closing Thoughts


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured


    Connect with guest, Chloe Cotoulas

    https://www.linkedin.com/in/chloe-cotoulas-92082861/


    Hosted on Acast. See acast.com/privacy for more information.

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    38 min
  • E42: Deal Reveal - Wpromotes' Acquisition of Giant Spoon
    Dec 2 2025

    In this episode, co-hosts Ayelet Shipley and Christian Hassold discuss WPromote's acquisition of Giant Spoon. They delve into the intricacies of the acquisition process, emphasizing the importance of trust and the contributions of a strong deal team. The conversation also touches on market reactions to the acquisition and the importance of post-merger integration planning. The hosts conclude with reflections on lessons learned and future goals for the newly formed agency.


    Takeaways

    • Thanksgiving cooking hacks can lead to perfect meals.
    • The acquisition of Giant Spoon by WPromote is a significant industry move.
    • Trust and communication are crucial in the deal process.
    • Shared expectations workshops can enhance collaboration.
    • Having a partner to navigate complex P&Ls is critical to navigating technical financial discussions in a deal process
    • Market reactions can provide insights into industry perceptions.
    • The integration process should be planned from the start.
    • Maintaining brand identity is important post-acquisition.
    • Future goals and objectives are vital for continued growth.


    Chapters

    00:00 Thanksgiving Reflections and Cooking Hacks

    02:12 Major Acquisition Announcement: WPromote and Giant Spoon

    05:05 The Search for the Right Agency: A Corporate Development Journey

    10:08 Navigating the Deal Process: Trust and Communication

    17:31 Building Trust: Shared Expectations Workshop

    21:30 Challenges and Insights from the Deal Process

    25:05 Market Reactions and Industry Perspectives

    29:21 Final Thoughts and Future Goals


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured


    Episode References

    Ad Age Deal Announcement

    GE’s Opening Day Commercial by Giant Spoon

    Hosted on Acast. See acast.com/privacy for more information.

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    35 min
  • E41: KPMG Tech M&A Conf & SaaS M&A Market Update
    Nov 17 2025

    Summary

    In this episode of the In/organic Podcast, co-host Christian Hassold shares insights from the KPMG Technology M&A Conference, discussing the current landscape of mergers and acquisitions, particularly in the tech sector. In this episode, Christian shares highlights from the conference, including the pervasive influence of AI on M&A decisions, the challenges and opportunities presented by the AI investing landscape, and the importance of creative deal structures in navigating the current market dynamics. The episode also covers the “operator's dilemma” faced by CEOs - that is, the rise in peer pressure to do M&A, and what are the best practices are from leading strategics. Finally, Hassold provides an overview of current B2B SaaS deal activity and market trends based on Pitchbook data.


    Takeaways

    • The KPMG M&A Conference provided valuable insights into current market dynamics.
    • AI is a major factor influencing M&A decisions and strategies.
    • VCs are increasingly making investments in AI startups without getting governance rights, and not always checking the underlying economics of the business
    • The operator's dilemma highlights the challenges that CEOs face in mergers and acquisitions (M&A).
    • Corporate development roles are seeing a significant increase in demand.
    • Top CEOs simplify their M&A strategies to focus on core problems.
    • Deal activity in the tech sector is on the rise, indicating a healthy market.
    • Earnouts are becoming a significant component of deal structures.


    Chapters

    00:00 Introduction and Context of the Episode

    02:50 Insights from the KPMG M&A and Tech Conference

    06:04 AI's Pervasive Influence on Tech and M&A

    08:54 The AI Investing Landscape

    11:40 Deal Structures Sparking Innovation

    16:42 The Operator's Dilemma in M&A

    21:48 Corporate Development and Deal Activity

    24:38 Priorities in M&A for Corporates vs. Private Equity

    29:19 Case Studies of Successful M&A Strategies

    32:59 Market Update on Deal Activity and Earnouts


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured


    Episode References

    KPMG M&A Conference Agenda

    KPMG 2025 Deal Market Study (buyer priorities)

    Kirkland & Ellis M&A Bring Down Report 2025 (earnout data)

    Hosted on Acast. See acast.com/privacy for more information.

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    39 min
  • E40: The Art of Tuck-in Deals w/Brian Burt of Canopy Management
    Nov 6 2025

    Summary

    In this episode of the Inorganic Podcast, co-hosts Ayelet Shipley and Christian Hassold welcome Brian Burt, founder & CEO of Canopy Management. In this episode, we discuss Brian's entrepreneurial journey, with an emphasis on his principles for building the business and expanding through highly accretive tuck-in M&A transactions. Brian also shares the importance of cultural fit in successful integrations. He then discusses the challenges and opportunities presented by AI in the retail media space, emphasizing the need for omnichannel marketing strategies. The conversation underscores the importance of momentum in business and the role of performance-based incentives in sustaining an entrepreneurial spirit within acquired teams.


    Takeaways

    • Canopy Management has grown without external investment, focusing on mergers and acquisitions for expansion.
    • The need for operational efficiency and scalability drove the first acquisition.
    • Cultural fit and shared values are crucial in successful acquisitions.
    • Integrating new teams requires clear communication and defined outcomes.
    • Performance-based incentives help maintain entrepreneurial spirit in acquired teams.
    • AI presents both a threat and an opportunity for the agency space.
    • Omnichannel marketing is essential for modern e-commerce success.
    • Building a strong personal brand aids in building an acquisition funnel
    • Momentum in business is key to successful integration and growth.?


    Chapters

    00:26 Brian Burt’s Background

    02:38 Growing through M&A

    12:31 Culture Fit and Founder Alignment

    13:09 Integrating the First Acquisition

    16:36 Defining and Executing Acquihires

    20:45 Evolving the Playbook

    23:46 Incentives Pods, and Integration Strategy

    27:44 Scale Synergy and Sustainable Growth

    31:28 Market Outlook: Retail Media Omnichannel and AI

    37:14 Closing Thoughts and Takeaways


    Connect with Christian and Ayelet

    Ayelet’s LinkedIn: https://www.linkedin.com/in/ayelet-shipley-b16330149/

    Christian's LinkedIn: https://www.linkedin.com/in/hassold/

    Web: https://www.inorganicpodcast.co

    In/organic on YouTube: https://www.youtube.com/@InorganicPodcast/featured


    Connect with guest Brian Burt

    https://www.linkedin.com/in/brianburt1/


    Hosted on Acast. See acast.com/privacy for more information.

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    38 min