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The M&A Mastermind Podcast

The M&A Mastermind Podcast

By: 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.Copyright 2023 All rights reserved.
Economics Leadership Management Management & Leadership
Episodes
  • Unlocking AI Potential – Episode 137
    Jun 4 2026

    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, Interview, Task)
    • AI integration in workflows
    • Overcoming AI adoption resistance
    • Using AI for M&A and deal analysis

    About the Show:

    The M&A Mastermind Podcast provides 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:

    • AI Leadership - https://aileadership.com/
    • LinkedIn - https://www.linkedin.com/in/ivey-mcclam-conefry/
    • Cornerstone International Alliance - https://cornerstoneia.com/

    Keywords:

    AI leadership, prompting techniques, CRIT methodology, business efficiency, AI in M&A, AI strategies, Ivey Conefry, AI transformation, mergers & acquisitions, sell side, buy side, valuation, investment banking

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    38 mins
  • The Hidden Challenges After a Business Exit – Episode 136
    May 30 2026

    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 begins after the sale
    • Common emotional pitfalls post-exit such as identity loss and purpose crisis
    • How advisors can facilitate meaningful conversations about life after sale
    • The significance of early planning for personal fulfillment and purpose
    • Recognizing warning signs that a founder is not emotionally or physically ready to exit
    • The impact of structuring deals, including earn-outs and transition periods, on post-exit well-being
    • Jerome’s frameworks: Transaction Illusion and Exit to Fulfillment
    • Strategies for advisors to hold space and support founders through emotional challenges
    • The role of relationships, health, prosperity, and significance centers in post-exit satisfaction

    About the Show:

    The M&A Mastermind Podcast provides 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

    • Your Next: A Guide to Finding Fulfillment Post Exit – Jerome Myers’ podcast on life after exit
    • Exit Readiness Assessment Tool – Jerome’s tool to evaluate client preparedness
    • Book: Exit to the Next by Jerome Myers – For deeper understanding of exit planning
    • Jerome Myers - LinkedIn | Twitter

    Keywords

    Exit Planning, Post-Exit Life, Founder’s Exit Paradox, Transaction Illusion, Emotional Readiness, Earn-Outs, Transition Periods, Exit Readiness Assessment, Six Centers of Doubt, Business Owner Support, Personal Fulfillment, Advisor Strategies, Life Beyond Business, Mergers & Acquisitions (M&A)

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    40 mins
  • How Structure Unlocks Hidden Business Value – Episode 135
    May 21 2026

    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 business growth
    • Identifying and overcoming the "stall zone" from 10 to 30 million dollars
    • How founder dependency reduces business value and strategies to minimize owner reliance
    • Practical steps to transition from operator to owner, including team building and system implementation
    • Critical aspects of preparing a business for sale, including legal, financial, and cultural considerations
    • Using acquisition as a growth strategy when organic growth slows
    • Best practices for owner exit planning and negotiations

    About the Show:

    The M&A Mastermind Podcast provides 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:

    theduvo.com

    Keywords:

    Mergers & acquisitions, M&A, sell side, buy side, valuation, exit planning, business exit, sell your business, deal structure, business owner, investment banking, due diligence

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    33 mins
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