Nick Olsen
The M&A Mastermind Podcast
The M&A Mastermind Podcast is your go-to source for the latest industry trends and strategies to level up your M&A practice. The show features thought leaders who specialize in the lower middle market space and share their experiences and expertise across key areas of execution, such as: market analysis, lead generation, deal management, strategic partnerships, buyer access and much more. With host Nick Olsen, each episode’s ”mastermind” will share ways in which they have found success in navigating the M&A industry to best support the small-to-medium sized private business owners they focus o...
Where to listen?
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Episodes
Risks That Can Sabotage Business Transfers - Episode 142 09.07.2026 38:25
In this episode, Laurie Barkman, a seasoned exit strategist and author, shares insights on business transition, exit planning, and building transferable value. She discusses common pitfalls, the importance of succession planning, and how business owners can prepare for a successful exit. Key Topics Business transition and exit planning Common pitfalls in business transfer Building transferable bus...
Hidden Costs of Not Having a Succession Plan – Episode 141 02.07.2026 39:55
This episode features Renee Russo discussing exit planning, succession strategies, and the importance of early preparation for business owners. She emphasizes the need for a comprehensive team approach, addressing emotional and structural challenges, and leveraging AI for future success. Key Topics: Exit planning importance Succession conversation barriers Business valuation and transferability T...
Succession by Design – Episode 140 25.06.2026 35:56
Jim Erben, a veteran succession and exit planning advisor, discusses the importance of strategic planning for business owners to ensure successful exits, minimize taxes, and secure their legacy. He emphasizes the need for intentionality, comprehensive valuation, and building a strong team to navigate the upcoming trillion-dollar business transition. Key Topics: The upcoming $13 trillion business t...
Digital Resilience Explained – Episode 139 18.06.2026 33:08
Understanding cybersecurity risks is crucial for M&A transactions, especially in the lower middle market where these risks often go unchecked. This episode features Philippe Flichy, founder of Cykur, who shares his expertise on integrating cybersecurity into the valuation process and safeguarding enterprise value. Main Topics: The concept of business resilience and its importance in cybersecur...
Elevating Risk Management for Business Growth – Episode 138 11.06.2026 26:31
Discover how strategic insurance planning and proactive risk management can drive business value, secure operations, and enhance exit opportunities. Led by Brian Riemer, CEO of Riemer Insurance Group, this episode delves into transforming insurance from a transactional expense into a strategic tool for businesses. Main Topics: The evolution of insurance from transactional to strategic advisory How...
Unlocking AI Potential – Episode 137 04.06.2026 38:15
Explore how AI can transform leadership, strategy, and efficiency in business with Ivey Conefry, a trusted advisor with experience in the military and aerospace industries. Learn practical prompting techniques, the importance of CRIT methodology, and how to integrate AI into daily workflows for a competitive advantage. Key Topics: Prompting best practices CRIT methodology (Context, Role, Intervie...
The Hidden Challenges After a Business Exit – Episode 136 30.05.2026 39:54
In this episode, Jerome Myers, founder of Exit Excellence, dives deep into the often-overlooked psychological and emotional impacts of business exits. He emphasizes the importance of preparing business owners not just financially, but for a fulfilling post-exit life, tackling themes like identity loss, purpose, and mental health. Key Topics The "Founder’s Exit Paradox" — why the hardest part begin...
How Structure Unlocks Hidden Business Value – Episode 135 21.05.2026 32:50
Unlock the secrets to sustainable business growth, overcoming stall zones, and preparing for exit strategies with real-world insights from Chris Burke. Whether you're scaling up or planning to sell, learn what structures create real value, how owner dependency impacts valuation, and practical steps to elevate your business. Main Topics Covered: The importance of system and structure over ideas for...
Achieving Outrageous Prices in M&A Deals – Episode 134 14.05.2026 36:40
Kevin Short, CEO of Clayton Capital Partners, shares his expertise on how to engineer better M&A outcomes by proactively preparing companies and understanding buyer psychology. Learn about the outrageous price process, the importance of competitive advantages, and how to call buyers' bluff to maximize deal value. Key Topics Outrageous price process and its four pillars How to identify and leve...
An Acquisition in the Dealmaking Tech Space – Episode 133 07.05.2026 25:21
Nevin Raj, co-founder of Grata, discusses the transformative role of AI in M&A, recent acquisitions, and practical AI strategies for private market professionals. Insights include platform integrations, market intelligence, and the future of AI-driven workflows. Nevin also dives into the partnership with Datasite and his viewpoint as the seller. Key Topics AI's impact on M&A workflows Pla...
Mastering the Buy Side – Episode 132 30.04.2026 36:36
Explore the nuances of building a successful buy-side practice in M&A with Bobby Lewis, a seasoned expert with over 16 years of experience. Discover how to develop your market expertise, identify motivated sellers, and leverage buy-side activities to benefit your overall M&A strategy. In this episode: Key differences between sell-side and buy-side practices, emphasizing the importance of b...
How Macroeconomics & Private Equity Deal Activity – Episode 131 23.04.2026 40:04
In this episode, Andy Jones, founder of Private Equity Info, shares insights on macroeconomic trends shaping private equity deal activity, the importance of data quality, and how AI can revolutionize M&A processes. Discover practical tools and strategies to accelerate deal flow and build trust in the industry. Main Topics: Impact of interest rates on private equity exit and acquisition activit...
Is Cold E-mail Marketing Still Relevant? – Episode 130 16.04.2026 40:28
In this episode, Nick Olsen chats with Manoo Wali about the current state and future of cold email outreach in deal-making, exploring how AI and changing inbox behaviors are reshaping B2B marketing strategies. They share actionable insights on crafting effective outreach, leveraging automation, and maintaining credibility in a noisy digital world. Main Topics: The evolution of cold email marketing...
Owner-Led Scaling & The Importance of Total Enterprise Value – Episode 129 09.04.2026 36:14
In this episode, Casey Clark shares the story behind founding Cultivate Advisors, a venture that helps business owners accelerate value and transition toward owner-led scaling. Gain practical advice on reducing dependency, preparing for sale, and leveraging enterprise value for long-term success. Key Topics Covered: The concept of owner-led scaling and its importance in building transferable enter...
Collaboration Amongst Business Coaches & M&A Advisors – Episode 128 02.04.2026 37:54
Looking to accelerate your business growth or prepare for a successful exit? In this episode, Jason Wells, CEO of Scaling Up Coaches, shares insights on the four key disciplines of scaling—strategy, people, execution, and cash—and how they can be leveraged to significantly increase business valuation. In This Episode: Overview of the Scaling Up methodology and its four core disciplines How to iden...
The Importance of Connection & Collaboration in M&A – Episode 127 26.03.2026 49:19
Discover how industry leaders like Grant MacQuilkan leverage peer collaboration, practical AI applications, and strategic networking to elevate their firms' performance. This episode dives into the value of peer groups, real-world deal insights, and continuous learning to stay ahead in the competitive M&A landscape. Hear directly from Grant on his recent experience at Cornerstone Internationa...
UK Corporate Finance & M&A Trends – Episode 126 19.03.2026 34:00
Discover insights into the UK M&A landscape, deal flow trends, cross-border opportunities, and the evolving role of exit planning from Kirsty McGregor, founder of the Corporate Finance Network. This episode offers actionable knowledge for professionals navigating UK and European deal environments. In This Episode: Overview of the UK corporate finance market and how it differs from the US, incl...
M&A Trends in Healthcare & Life Sciences – Episode 125 12.03.2026 38:32
Join us in this insightful episode with David Crean, Managing Partner at Cardiff Advisory, as he shares over 30 years of deep expertise in healthcare and life sciences M&A. We explore industry dynamics, key success factors for companies, cross-border deal nuances, and the future of biotech innovation—valuable insights for investors, executives, and entrepreneurs alike. KeyTopics Defining and c...
Closing the Readiness Gap in Lower Middle Market Companies – Episode 124 06.03.2026 38:32
In this episode, Jonathan Brooks — CEO of Warehouse on Wheels and private equity veteran — dives into practical strategies for preparing lower middle market businesses for sale. We explore the critical factors that influence deal readiness, from financial documentation to emotional dynamics, and how advisors can better position their clients for success. Main Topics Covered: What does "deal ready"...
Trends & Opportunities in Aerospace & Defense – Episode 123 26.02.2026 31:22
Explore the current state and future outlook of the aerospace and defense industry with Meghan Welch, Managing Director at Brown Gibbons Lang & Company. Discover key trends, M&A activity, technological innovations, and strategic considerations for industry participants. Key Topics Current M&A activity in aerospace and defense Impact of geopolitical and policy shifts on industry Technol...
Navigating Digital Asset Ownership – Episode 122 19.02.2026 45:00
In this conversation, Nick Olsen and Paige from Tree Ring Digital discuss the critical importance of understanding and managing digital assets in the context of mergers and acquisitions (M&A). They explore common pitfalls, the role of due diligence, and the responsibilities of both buyers and sellers. The discussion emphasizes the need for business owners to be aware of their digital assets an...
Unlocking Emotional Health for Business Success – Episode 121 12.02.2026 40:03
In this episode, Dr. Karthik Ramanan discusses the significance of emotional health for entrepreneurs and business leaders. He shares his personal journey and the five pillars of emotional health: psychology, relationships, nutrition, sleep, and body movement. The conversation emphasizes the importance of recognizing emotional distress, managing stress effectively, and supporting clients' emotiona...
From CEO & Business Sale to Financial Advisor – Episode 120 05.02.2026 38:07
In this episode of the M&A Mastermind podcast, Nate Collins shares his journey from being a CEO of a theatrical licensing company to becoming a financial advisor. He discusses the challenges and surprises he faced during the sale of his business, the importance of having a solid exit plan, and the value of working with experienced advisors. Nate emphasizes the need for clarity in financial pla...
How CEPAs & M&A Advisors Can Work Together – Episode 119 29.01.2026 47:30
In this episode, Scott Snider, president of the Exit Planning Institute, shares his journey from a young entrepreneur to a leader in exit planning. He discusses the importance of the CEPA designation for advisors, the value acceleration methodology, and the need for business owners to prepare for life after selling their businesses. Scott emphasizes the significance of building relationships with...
The Power of Multiple Offers – Episode 118 22.01.2026 42:24
In this episode, Scott Bushkie discusses the mindset of business owners when it comes to selling their businesses, highlighting key findings from a recent survey. He emphasizes the importance of exit planning, understanding the true value of a business, and the advantages of working with M&A advisors to navigate the selling process. The conversation also covers the significance of multiple off...
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