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John Alfonsi Speaks at the Chicago Dealmaker’s Conference

October 16, 2025 | Chicago, IL

John T. Alfonsi, Partner at Prosperity Partners, was a featured panelist at the Chicago Dealmaker’s Conference, held at the Union League Club of Chicago.

In the session titled “From Ownership to Outcome: How to Best Prepare for Your Liquidity Event,” John joined a panel of seasoned business leaders to discuss how company owners can strategically prepare for a sale, recapitalization, or other liquidity event—the most significant financial milestone in many entrepreneurs’ careers.

The discussion explored key considerations for achieving optimal outcomes, including:

  • Aligning financials and governance before a sale or recapitalization

  • Understanding market timing and buyer expectations

  • Managing tax implications and due diligence challenges

  • Positioning a company to maximize value and minimize surprises

Joining John on the panel were Steve Subar, Founder & CEO of MatFresher; Roger Veome, Regional Executive – Managing Director, Investments at Alex. Brown (a division of Raymond James); and George McNeil, Co-Founder & Former Owner of Meridian Fire & Security.

Together, the panelists shared actionable insights drawn from extensive experience in M&A, investment, and strategic growth advisory, helping business owners better understand how to align both personal and business readiness for a successful transition.

Click here to view the full conference agenda and learn more about upcoming Dealmaker’s events.

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