• Hidden Costs of Not Having a Succession Plan – Episode 141
    Jul 2 2026

    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

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    40 mins
  • Risks That Can Sabotage Business Transfers - Episode 142
    Jul 9 2026

    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

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    38 mins
  • Fixing the Leaky Sales Funnel - Episode 143
    Jul 16 2026

    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

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    39 mins
  • Succession by Design – Episode 140
    Jun 25 2026

    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

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    36 mins
  • Digital Resilience Explained – Episode 139
    Jun 18 2026

    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

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    33 mins
  • Elevating Risk Management for Business Growth – Episode 138
    Jun 11 2026

    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

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    27 mins
  • 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