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Shawn Keenan

  • Director
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Shawn is a Director in Capstone Headwaters' Tampa office.  He is active in mergers & acquisitions, private placements and other financial advisory assignments.  Formerly, Shawn was with Raymond James investment banking, where he focused on deal execution and client development for both public and private companies.  He has over 10 years of investment banking experience and has led execution efforts on over 40 transactions resulting in over $2 billion of proceeds for clients.

Shawn’s previous experience includes serving as an officer in the United States Navy where he achieved the rank of Lieutenant (O-3).  During his naval career he served as a destroyer navigator and communications officer, student naval aviator, and fleet Tomahawk cruise missile officer.  He has previously served as a club officer for both the San Diego and Chicago Gator Clubs, affiliate organizations of the University of Florida Alumni Association.  


J.L. Kellogg School of Management at Northwestern University - MBA

University of Florida - BA - Business Administration

Registrations & Affiliations

FINRA - Series 7 & 63 - Registered Securities Representative

Prior Firm Deal Experience

  • Advised Insurance Claims Adjuster on Acquisition by Brown & Brown Insurance
  • Advised Fireside Bank on sale of auto finance receivables to Consumer Portfolio Services
  • Advised Preferred Professional Insurance Company on its Acquisition by Coverys