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The M&A Mastermind Podcast

The M&A Mastermind Podcast

By: Nick Olsen
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Summary

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
  • Achieving Outrageous Prices in M&A Deals – Episode 134
    May 14 2026

    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 leverage competitive advantages
    • Strategies for calling buyers' bluff and setting high price benchmarks
    • The importance of research and understanding buyer psychology
    • Case studies of successful high-multiple deals

    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

    • Sell Your Business for an Outrageous Price
    • Clayton Capital Partners
    • com

    Keywords

    M&A, business valuation, outrageous price, competitive advantage, deal strategy, buyer psychology, middle market, Kevin Short, Clayton Capital Partners, mergers, acquisitions, Cornerstone International Alliance, sell side, buy side

    Show More Show Less
    37 mins
  • An Acquisition in the Dealmaking Tech Space – Episode 133
    May 7 2026

    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
    • Platform integrations and acquisitions
    • Market intelligence and deal activity insights
    • Practical AI tools for private market professionals

    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

    Grata Website - https://grata.com

    Datasite - https://www.datasite.com

    Blue Flame AI - https://blueflame.ai

    Cornerstone International Alliance - https://cornerstoneia.com/

    Keywords

    AI, M&A, private markets, data platform, acquisitions, workflow automation, market intelligence, Grata, Datasite, Blue Flame AI, sell side, buy side, business sales, mergers & acquisitions

    Show More Show Less
    25 mins
  • Mastering the Buy Side – Episode 132
    Apr 30 2026

    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 being a proactive hunter.
    • Challenges in sourcing motivated sellers on the buy side and how to overcome them.
    • The significance of industry knowledge and market research for buy-side success.
    • Building a network of potential buyers through strategic relationship cultivation, particularly with private equity firms.
    • How buy-side activity can inform and strengthen sell-side opportunities through market insights.
    • Tips for solo advisors considering enter buy-side work, including the importance of commitment and team support.
    • Tips for identifying the right buy-side clients, assessing motivations, and ensuring alignment.
    • Examples of client types — private equity, family-owned, public companies — and factors influencing engagement strategies.
    • Advice on industry focus and evaluating market fragmentation for strategic buy-side searching.

    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:

    • Bama Website
    • Cornerstone International Alliance
    • LinkedIn Profile of Bobby Lewis

    Keywords:

    Private Equity, M&A, Deal Flow, Buy Side, Investment Banking, Market Trends, Exit Strategies, Middle Market, Mergers & Acquisitions, sell side, M&A Advisor

    Show More Show Less
    37 mins
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