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The M&A Mastermind Podcast

The M&A Mastermind Podcast

By: Nick Olsen
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About this listen

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.Copyright 2023 All rights reserved.
Economics Leadership Management Management & Leadership
Episodes
  • Closing the Readiness Gap in Lower Middle Market Companies – Episode 124
    Mar 6 2026

    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

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    39 mins
  • Trends & Opportunities in Aerospace & Defense – Episode 123
    Feb 26 2026

    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

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    31 mins
  • Navigating Digital Asset Ownership – Episode 122
    Feb 19 2026

    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 and the impact these assets have on company valuation. Paige shares insights on creating a digital continuity system and the importance of preparing for a successful exit. The conversation concludes with a call to action for M&A advisors to raise awareness about digital assets and their value in today's market.

    Key Takeaways

    • Digital assets are crucial in M&A transactions.
    • Ownership of digital assets can significantly affect valuation.
    • Many business owners are unaware of their digital asset status.
    • Due diligence should include a thorough review of digital assets.
    • Waiting to address digital asset issues can lead to costly mistakes.
    • A digital continuity system helps manage and protect assets.
    • Business owners must take responsibility for their digital assets.
    • Preparing for an exit should involve assessing digital assets early.
    • Digital assets can enhance a company's market value.
    • M&A advisors should educate clients on the importance of digital assets.

    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, digital assets, M&A, due diligence, business valuation, digital continuity, ownership, exit strategy, digital marketing, asset management, business sale

    Show More Show Less
    45 mins
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