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The M&A Mastermind Podcast

Nick Olsen
Cornerstone International Alliance
Mergers and Acquisitions
Artificial Intelligence
Exit Planning
Private Equity
Scaling Up
Buy Side M&A
Enterprise Value
Lower Middle Market
Riemer Insurance Group
Cybersecurity In M&A
Valuation
UK Corporate Finance Network
Four Disciplines Of Scaling Up
Cultivate Advisors
Owner-Led Scaling
M&A / Value Acceleration
Cold Email Marketing
AI In Outreach
Private Equity Info

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 ... more

PublishesWeeklyEpisodes100Founded2 years ago
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BusinessManagementEntrepreneurship

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Artwork for The M&A Mastermind Podcast

Latest Episodes

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,... more

YouTube

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, comprehensiv... more

YouTube

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 cybersecur... more

YouTube

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 f... more

YouTube

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Recent Guests

Jim Erben
President of Erben and Associates, veteran succession and exit planning advisor
Erben and Associates
Episode: Succession by Design – Episode 140
Philippe Flichy
Founder and principal of Cykur
Cykur
Episode: Digital Resilience Explained – Episode 139
Brian Riemer
CEO of Riemer Insurance Group, former private equity M&A professional
Riemer Insurance Group
Episode: Elevating Risk Management for Business Growth – Episode 138
Ivey Conefry
Trusted advisor on AI Leadership Transformation Team
AI Leadership
Episode: Unlocking AI Potential – Episode 137
Jerome Myers
Founder of Exit Excellence, certified exit planning advisor, author, and founder focused strategist
Exit Excellence
Episode: The Hidden Challenges After a Business Exit – Episode 136
Chris Burke
Operator with 25 years of experience; co-founder of Brickenden and Hybrid Hero; advisor helping founder-led businesses scale
Duvo (and associated ventures)
Episode: How Structure Unlocks Hidden Business Value – Episode 135
Kevin Short
Managing partner and CEO of Clayton Capital Partners
Clayton Capital Partners
Episode: Achieving Outrageous Prices in M&A Deals – Episode 134
Nevin Raj
Co-founder of Grata, private market intelligence platform
Grata
Episode: An Acquisition in the Dealmaking Tech Space – Episode 133
Bobby Lewis
Partner at Business Acquisition and Merger Associates (Bama)
Business Acquisition and Merger Associates (Bama)
Episode: Mastering the Buy Side – Episode 132

Host

Nick Olsen
Host of The M&A Mastermind Podcast; Cornerstone International Alliance

Reviews

4.9 out of 5 stars from 17 ratings
  • Great Insights for Anyone in the M&A Space

    A great listen for professionals working in the lower middle market. The conversations with experienced dealmakers provide thoughtful insights on sourcing deals, building partnerships, and navigating the realities of M&A. If you work with business owners on transactions, there’s a lot of practical perspective packed into each episode.

    Apple Podcasts
    5
    treeringdigital
    United States4 months ago
  • Best of the Best

    Learn from the best and brightest in M&A. Nick has assembled a first class guest list to share war stories, deal tactics and strategies, and anything else an M&A professional needs to know. Whether you are just beginning your career or are a grizzled veteran, you’ll find important takeaways in this show that will help you refine and improve your craft.

    Apple Podcasts
    5
    Did Pacino
    United States2 years ago
  • Professional & Informative

    Nick Olsen is a real thought leader in the M&A Advisory space.

    Apple Podcasts
    5
    This game rocks !!!!
    United States2 years ago
  • Thoughtful M&A podcast

    Insightful podcast exploring various aspects of the M&A world led by an energetic and engaging host.

    Apple Podcasts
    5
    Brett T 44
    United States2 years ago
  • Informative Podcasts

    I have listened to these podcasts hosted by N Olsen and have learned so much more about M & A. I appreciate how the conversations are informative and relatable to today’s businesses and economy.

    Apple Podcasts
    5
    dlar23
    United States2 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Thoughtfully practical takeaways for deal sourcing and partnerships.
Nick Olsen comes across as a thoughtful leader in the M&A advisory space.
High-quality guests and insightful M&A war stories.
The host keeps conversations engaging and informative, with actionable frameworks.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

How Macroeconomics & Private Equity Deal Activity – Episode 131
Q: How can advisors reduce deal timelines, and where should they focus their effort?
Focus on compressing the front-end work—materials, buyer lists, and information memorandums—using AI and automation, then leverage efficient due diligence on the buy-side while managing client emotions and expectations.
How Macroeconomics & Private Equity Deal Activity – Episode 131
Q: What are you seeing macroeconomically today and how does that shape PE behavior in the lower middle market?
Debt costs and interest rate trends are the dominant driver of deal flow, influencing both acquisitions and exits; uncertainty can pause activity, but lower rates would likely spur more deals and faster exits.
Achieving Outrageous Prices in M&A Deals – Episode 134
Q: What fundamentally changes the approach from a normal process to an outrageous-price process?
The advisor does homework to identify the best buyer who directly benefits from the acquisition, not just pricing multipliers; they align the process around the buyer's economics and a willingness to pay up, then maintain discipline to execute even when bluff calls occur.
Collaboration Amongst Business Coaches & M&A Advisors – Episode 128
Q: What does it mean to be a Scaling Up Coach and how is that DNA reflected in working with M&A clients?
The guest explains that a Scaling Up Coach is typically someone with deep business experience—often a former CEO or executive—who can bring a practical, four-discipline lens (Strategy, People, Execution, Cash) to real-world company issues. The coaches tailor their approach to each client's stage and industry, helping them build the internal capability and documentation that buyers look for, while leveraging a global network to broaden opportunity and credibility.
An Acquisition in the Dealmaking Tech Space – Episode 133
Q: From your perspective, what is a practical AI playbook for lower middle market advisors, especially for helping business owners sell their companies?
The playbook centers on building flexible, end‑to‑end AI workflows that automate origination through deal marketing and post‑close tasks, while ensuring data from Grata, Datasite, and Blue Flame can be accessed in a unified, configurable way. Use tools like CLAWD or similar AI assistants to automate reporting, emails, and meeting prep, and connect these automations to CRMs and calendars to maintain a single, streamlined process.

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Frequently Asked Questions About The M&A Mastermind Podcast

What is The M&A Mastermind Podcast about and what kind of topics does it cover?

A thought-leadership program focused on the lower middle market M&A space, featuring seasoned practitioners who share frameworks, playbooks, and real-world deal stories. Episodes center on exit planning, risk management, cyber due diligence, growth through scalable structures, AI enablement in deal work, and strategy for sourcing, valuing, and closing transactions. Guests are often practitioners from advisory firms, private equity affiliates, and alliance networks, delivering practical guidance for owners, operators, and deal teams. The show stands out for its actionable frameworks, sponsor-backed ecosystem context, and a consistent emphasis on value realization across the life cycle of a deal—from pre-sale readiness to post-close integrati... more

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Which podcasts are similar to The M&A Mastermind Podcast?

These podcasts share a similar audience with The M&A Mastermind Podcast:

1. Built to Sell Radio
2. Capital Allocators – Inside the Institutional Investment Industry
3. The Knowledge Project
4. All-In with Chamath, Jason, Sacks & Friedberg
5. Huberman Lab

How many episodes of The M&A Mastermind Podcast are there?

The M&A Mastermind Podcast launched 2 years ago and published 100 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on The M&A Mastermind Podcast?

Recent guests on The M&A Mastermind Podcast include:

1. Jim Erben
2. Philippe Flichy
3. Brian Riemer
4. Ivey Conefry
5. Jerome Myers
6. Chris Burke
7. Kevin Short
8. Nevin Raj

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