The M&A Mastermind Podcast

Nick Olsen
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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 on serving.

  1. 4D AGO

    Is Cold E-mail Marketing Still Relevant? – Episode 130

    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 in a stricter inbox environment Key mistakes firms make when doing outreach independently How AI tools can enhance outreach, automation, and analysis Best timing and channels for outreach success Building a comprehensive deal sourcing ecosystem Strategies for integrating social proof via LinkedIn and websites Recommendations for leveraging AI without losing human touch About the Show: The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions. Tune in Every Week: Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/ Resources & Links: Exxelerate Group Connect with Manoo Wali: LinkedIn Twitter Email: manoo@exxelerategroup.com Keywords: Mergers & acquisitions, investment banking, email marketing, lead generation, business sales, sell side, buy side, valuation, deal-making, M&A,

    40 min

  2. APR 9

    Owner-Led Scaling & The Importance of Total Enterprise Value – Episode 129

    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 enterprise value How business owners can identify and decrease dependency to boost company value The role of enterprise value as the primary health metric of a business Strategies for preparing a company for sale, including value acceleration practices before engagement with investment bankers The proprietary Propel software: features and advantages for tracking enterprise value and operations Building a team of expert advisors with the right DNA to support diverse business needs The importance of early value development, even if owners aren't immediately considering an exit About the Show: The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions. Tune in Every Week: Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/ Resources & Links: Propel Your Business Software — Proprietary enterprise value tracking tool Cultivate Advisors — Casey Clark’s firm for value acceleration and owner-led scaling Connect with Casey Clark: LinkedIn Twitter Keywords: Entrepreneurship, Business Scaling, Enterprise Value, Owner Led Growth, Business Exit, Cultivate Advisors, M&A, Business Coaching, Business Sale, Investment Banking, Mergers & Acquisitions

    36 min

  3. APR 2

    Collaboration Amongst Business Coaches & M&A Advisors – Episode 128

    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 identify if your business is ready for sale and what gaps to address The importance of third-party valuations in strategic planning Role of experienced coaches with real-world business exit experience Synergies between Scaling Up and strategic partnership frameworks for maximizing business value Future trends in business transfer of wealth and how to prepare for upcoming market opportunities Resources & Links: Scaling Up Jason Wells on LinkedIn Scaling Up Coaches on LinkedIn This episode underscores the importance of a strategic, disciplined approach to scaling and preparing your business for sale, emphasizing early planning, valuation, and the value of experienced coaches to bridge gaps and accelerate growth. Tune in every week for more insights on building, scaling, and selling your business effectively. Keywords: Mergers & Acquisitions, M&A, scaling up, business coaches, business sale, strategy, valuations, growth, exit Tune in Every Week: Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/

    38 min

  4. MAR 26

    The Importance of Connection & Collaboration in M&A – Episode 127

    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 International Alliance’s annual conference. In this episode: The importance of collaborative peer groups in the M&A industry How conferences foster real-time learning, validation, and deal sharing Practical applications of AI in deal analysis and communications The impact of social activities in building trust and stronger relationships Insights from private equity panels and deal strategy sessions The value of sharing deal insights and real-world experiences How to create a culture of continuous improvement and learning Effective strategies to stay top of mind with potential clients and partners Resources & Links: ICCG - Integrated Corporate Consulting Group Cornerstone International Alliance Connect with Grant MacQuilkan: ICCG - LinkedIn ICCG - Website About the Show The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions. Tune in Every Week: Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/ Keywords: Mergers & acquisitions, M&A, investment banking, business sales, collaboration, Cornerstone International Alliance, private equity, family office, sell side, buy side, valuation, due diligence, AI, differentiation

    49 min

  5. MAR 19

    UK Corporate Finance & M&A Trends – Episode 126

    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, including deal sizes and sector dynamics The influence of accountancy firms on UK M&A activity and how they serve as a key deal origination source Current trends in UK middle-market deal volume, valuation, and buyer appetite, including private equity and entrepreneurs Challenges and opportunities in cross-border transactions, with focus on Europe, Scandinavia, and US links The role and state of exit planning in the UK — misconceptions, opportunities, and the need for structured pre-sale strategies How technological advancements, particularly AI, are reshaping deal efficiency, valuation, and collaboration Collaborative culture within the corporate finance network and case examples of successful joint transactions Talent development in UK corporate finance, emphasizing the impact of AI on training and skill-building Advice for US firms interested in UK deals and what nuances to consider The future outlook: sectors poised for consolidation, the importance of human relationships amidst tech growth, and the importance of proactive exit readiness Connect with Kirsty McGregor: CFN Opportunities LinkedIn Email Additional Notes: This episode underscores the importance of strategic planning, technological adoption, and relationship building in navigating UK M&A. Whether you're a UK practitioner, a US investor, or an intermediary, the insights into market trends and future opportunities are invaluable. Keywords: Mergers & acquisitions, M&A, corporate finance, UK, United States, Business sales, Sell side, Buy side, valuation, About the Show The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions. Tune in Every Week Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/

    34 min

  6. MAR 12

    M&A Trends in Healthcare & Life Sciences – Episode 125

    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 classifying the healthcare and life sciences industries, including pharma, biotech, med tech, and CR&Os The post-COVID industry reacceleration and current deal environment heading into 2026 Major drivers of M&A activity: patent cliffs, external R&D needs, and strategic partnerships Criteria that differentiate successful life science companies in attracting buyers and investors Common mistakes and blind spots in exit planning for founders and CEOs The impact of innovation and digital health on deal structures and valuations Nuances of cross-border transactions: cultural, diligence, and relationship considerations Critical due diligence areas: clinical data integrity, CMC, regulatory pathways, and organizational culture Timing signals for M&A: market conditions, de-risking assets, and portfolio health Building industry credibility through scientific literacy, long-term relationships, and domain expertise Scaling boutique advisory firms to reduce concentration risk and expand deal flow About the Show The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions. Tune in Every Week Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/ Keywords Mergers & Acquisitions (M&A), healthcare, life sciences, CEO, business sales, buy side, sell side, business owner, lower middle market, investment banking, due diligence

    39 min

  7. MAR 6

    Closing the Readiness Gap in Lower Middle Market Companies – Episode 124

    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" mean beyond financial cleanup The importance of organizational documentation and emotional preparedness Typical gaps seen in lower middle market deal preparation The role of advisory teams and building strong management benches How private equity experience shapes acquisition and growth strategies Communicating effectively during due diligence to manage owner emotions Key traits and track record considerations when selecting buy side partners The significance of trust, credibility, and education in the transaction process Strategies for advisors to stand out and align with buyer priorities About the Show The M&A Mastermind Podcast is dedicated to providing actionable insights and effective strategies tailored for dealmakers in the lower middle market. Hosted by Nick Olsen, the show features conversations with leading industry experts who share valuable knowledge on topics such as industry intelligence, deal management, collaborative successes, and specialized expertise. Listeners who support small to medium-sized business owners will find practical tactics and advice they can immediately apply to advance their mastery in mergers and acquisitions. Tune in Every Week Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/ Connect with Jonathan Brooks: LinkedIn Warehouse on Wheels Website Keywords Mergers & acquisitions, M&A, business sale, exit planning, private equity, lower middle market, Warehouse on Wheels, sell-side, M&A advisor, investment banking

    39 min

  8. FEB 26

    Trends & Opportunities in Aerospace & Defense – Episode 123

    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 Technological innovation and defense contracts Supply chain challenges and opportunities Future industry trends and strategic considerations About the Show The M&A Mastermind Podcast delivers actionable insights and proven strategies for lower middle market dealmakers. Join host Nick Olsen and top industry experts as they discuss industry intelligence, deal management, shared successes, specialized expertise, and much more. If you serve the small to medium-sized business owner, this show will offer you tactics and insights you can use and implement now to become a master in M&A. Tune in Every Week Subscribe: https://www.youtube.com/@UCl0qSCwwZLyZxY7RnqNghiw Apple: https://podcasts.apple.com/us/podcast/the-m-a-mastermind-podcast/id1726394585 Spotify: https://open.spotify.com/show/4fpVjEXbJ0FXKMgEK0m7QQ  Find all our episodes at https://cornerstoneia.com/podcast/ Keywords Mergers & Acquisitions, Aerospace, Defense, M&A, Industry Trends, Technology, Supply Chain, Investment, Government Contracts

    31 min
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About

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 on serving.

Information

  • Creator
    Nick Olsen
  • Years Active
    2024 - 2026
  • Episodes
    100
  • Rating
    Clean
  • Copyright
    © Copyright 2023 All rights reserved.
  • Show Website
    The M&A Mastermind Podcast

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