The M&A Mastermind Podcast
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.
Episodes
Jul 31, 2026
Jul 31, 2026
35 min
In this episode, Stephen Marks, founder of Emmersion Capital, joins host Nick Olsen to break down Latin America's macroeconomic shifts, cross-border M&A opportunities, and what lower middle market advisors and investors get wrong about the region.
Key Topics:
Latin American macroeconomic shifts
Cross-border investment opportunities
Impact of the Mercosur trade agreement
Risks and misconceptions in Latin America
Opportunities in healthcare, technology, and manufacturing
Venezuela market outlook and risks
Brazil and Colombia market insights
Private equity and family office strategy in Latin America
About the Show:The M&A Mastermind Podcast delivers actionable insights and strategies for lower middle market dealmakers. Hosted by Nick Olsen, each episode features leading industry experts sharing knowledge on deal management, market intelligence, and strategic partnerships to help M&A advisors and business owners navigate the deal lifecycle.
Subscribe: https://www.youtube.com/@cornerstone_intl_allianceFind all episodes: https://cornerstoneia.com/podcast/
Resources:Stephen Marks LinkedIn | Emmersion Capital | Nick Olsen LinkedIn | Cornerstone International Alliance
Keywords: Latin America, cross-border investment, private equity, lower middle market, family offices, Mercosur, Venezuela, Brazil, Colombia, mergers and acquisitions, investment banking, business valuation, sell my business
Jul 21, 2026
Jul 21, 2026
30 min
In this episode, Leo Toscano, Managing Director of Excelia and partner of Cornerstone International Alliance, shares insights on the Brazilian M&A market, cross-border opportunities, and key industries driving growth. Discover how Brazil's unique economic landscape offers lucrative prospects for international investors and advisors.
Key Topics:
Brazilian M&A market evolution
Cross-border transaction advantages
Hot industries: healthcare, education, agribusiness
Impact of economic reforms on deals
Opportunities for international investors
Tax and labor complexities in Brazil
Role of Cornerstone Alliance in Brazil
Future trends in Brazilian M&A
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:
Excelia - M&A Advisory Firm
Cornerstone International Alliance
Connect on LinkedIn:
Nick Olsen
Leonardo Toscano
Cornerstone International Alliance
Excelia
Keywords:
Brazil, M&A, cross-border transactions, investment opportunities, private equity, economic reform, mergers & acquisitions, sell side, buy side, valuation
Jul 16, 2026
Jul 16, 2026
38 min
In this episode, Jason Kramer of Cultivize shares insights on how to fix leaky sales funnels, implement effective follow-up processes, and leverage AI and CRM tools to nurture long-term relationships in M&A and sales.
Key Topics:
Sales funnel leaks and how to fix them
Importance of process and technology in sales
Effective follow-up strategies and cadence
Using AI for prospect research and outreach
CRM best practices and common mistakes
Long-term nurturing in long sales cycles
Metrics to analyze for sales process improvement
Building buy-in for new processes
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:
AfterTheLead.com
CornerstoneIA.com
Keywords:
Mergers & acquisitions, M&A, sell side, buy side, valuation, sell my business, business sale, sales funnel, follow-up, CRM, process improvement, AI, lead nurturing, sales strategy
Jul 9, 2026
Jul 9, 2026
38 min
In this episode, Laurie Barkman, a seasoned exit strategist and author, shares insights on business transition, exit planning, and building transferable value. She discusses common pitfalls, the importance of succession planning, and how business owners can prepare for a successful exit.
Key Topics
Business transition and exit planning
Common pitfalls in business transfer
Building transferable business value
Succession planning and owner dependency
Employee bench and leadership development
Timing and communication during exit
Choosing the right buyer and exit options
Internal vs external transfer of business
Tools and resources for exit planning
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
The Business Transition Handbook - https://lauriebarkman.me/book
Succession Stories Podcast - https://podcasts.apple.com/us/podcast/succession-stories/id123456789
Business Transition Sherpa - https://btsherpa.com
Laurie Barkman - LinkedIn - https://www.linkedin.com/in/lauriebarkman/
Keywords:
Exit planning, business transition, succession, value creation, ownership transfer, business sale, exit strategy, business growth, leadership, entrepreneurship, mergers & acquisitions, M&A, sell side, buy side, valuation
Jul 2, 2026
Jul 2, 2026
39 min
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, and leveraging AI for future success.
Key Topics:
Exit planning importance
Succession conversation barriers
Business valuation and transferability
Team and advisory collaboration
Future of exit planning with AI
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:
Exit Planning Institute - https://exitplanninginstitute.com
ReadyToRiseBook.com - https://ReadyToRiseBook.com
DriveValue.com - https://drivevalue.com
Connect:
LinkedIn - https://linkedin.com/in/reneerusso
Keywords:
Mergers & acquisitions (M&A), exit planning, succession, business owner, valuation, advisory, AI, business transition, preparation, team, wealth management, sell side, buy side, valuation
Jun 25, 2026
Jun 25, 2026
35 min
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, comprehensive valuation, and building a strong team to navigate the upcoming trillion-dollar business transition.
Key Topics:
The upcoming $13 trillion business transition
The importance of strategic succession planning
Building a dream team for exit readiness
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:
Success by Design book launch details
Erben Associates
Cornerstone International Alliance
Keywords:
Succession planning, exit strategy, business valuation, legacy, business exit, planning, wealth management, M&A, business owner, succession by design
Jun 18, 2026
Jun 18, 2026
33 min
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 cybersecurity into the valuation process and safeguarding enterprise value.
Main Topics:
The concept of business resilience and its importance in cybersecurity planning
Common cybersecurity vulnerabilities overlooked in M&A due diligence
Six pillars of cybersecurity assessment: governance, architecture, data protection, security operations, compliance, and legal
How digital and cyber risks differ, and why digital risks are now tangible
The impact of cyber breaches on company valuation, including real-world examples
Due diligence practices: policies, procedures, and assessing third-party risks
The role of AI in cybersecurity risks and best practices for protection
Cyber insurance or cyber risk coverage: what to look for and questions to ask
Post-transaction cyber integration strategies and the importance of incident response planning
Key Highlights:
Business resilience involves pre-attack preparations (like backups and incident response plans) and post-attack recovery strategies.
Large breaches (e.g., Marriott's 500 million records breach) highlight the importance of cybersecurity for all company sizes.
Cyber risks are increasingly tangible and can significantly impact enterprise value—up to 30% in some cases.
Questions around policies, procedural revisions, and third-party risk assessments are critical for early cybersecurity evaluation.
AI tools introduce new risks, such as unauthorized access and attacks, emphasizing the need for controlled and monitored usage.
Effective cybersecurity due diligence can unlock an additional 30% of perceived value in M&A transactions.
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/
Connect with Philippe Flichy:
LinkedIn
Twitter
Keywords:
Cybersecurity, M&A Due Diligence, Digital Resilience, Cyber Risks, Business Valuation, Cyber Insurance, AI Security, Data Protection, Incident Response, Cyber Threats, Mergers & Acquisitions, Sell Side, Buy Side, Valuations, Sell my Business
Jun 11, 2026
Jun 11, 2026
26 min
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 from a transactional expense into a strategic tool for businesses.
Main Topics:
The evolution of insurance from transactional to strategic advisory
How private equity deal analysis informs better risk management practices
The importance of continuous insurance reviews aligned with business growth
Private equity insights: due diligence and insurance considerations during deal transactions
Creating operational resilience through risk assessments, cybersecurity, and disaster planning
Industry shifts: data analytics, specialization, and the impact of consolidation among insurance agencies
Practical steps for business owners to prepare for sale or exit with optimal risk management
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/
Connect with Brian Riemer:
Riemer Insurance Group
LinkedIn
Keywords:
Mergers & Acquisitions (M&A), insurance, investment banking, sell side, buy side, valuation, risk management
Jun 4, 2026
Jun 4, 2026
38 min
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
May 29, 2026
May 29, 2026
39 min
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)






