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Caitlein is a trial lawyer focusing in the areas of probate litigation and commercial litigation and has been at Johnson Pope since serving as a law clerk.  In the context of probate litigation, Caitlein balances a sensitivity to her clients who are often battling highly emotional cases with assertive litigation so that the course of each matter matches the clients’ goals.  In her commercial litigation practice, Caitlein similarly represents her clients—both individuals and businesses—in commercial litigation matters vigorously, bringing a thorough yet varied substantive background that allows her to handle her cases efficiently.  She has extensive experience from the pre-litigation phase through trial up to the appellate level.

Distinctions & Memberships 

  • Clearwater Bar Association, Immediate Past President (2023-present); Director (2015–present); President (2022-2023); President of Young Lawyers Division (2016-2017)
  • Clearwater Housing Authority, Chair (2021-present); Member (2014–present)
  • Stetson University College of Law, Advocacy Skill Trainer (2014–present)
  • Clearwater Jazz Holiday, Jazz Force Member (2016-2022)
  • Clearwater Downtown Development Board, Secretary (2022-2023) Treasurer (2018); Member (2017-present)
  • The Best Lawyers in America© Ones to Watch” Commercial Litigation, Construction Law, Litigation – Trusts and Estates, Real Estate Law – since 2021
  • Super Lawyers© “Rising Star” (2017–present)
  • Clearwater Bar Association, President’s Award Recipient (2019)
  • Barney Masterson Inn of Court “Rock” Award Recipient (2017)
  • Stetson Law Review, Outstanding Editor Award Recipient (2013)


  • Florida Bar (2013)
  • Northern District of Florida (2013)
  • Middle District of Florida (2013)
  • Southern District of Florida (2013)
  • United States Court of Appeals for the Eleventh Circuit (2013)


  • University of Florida–Bachelor of Science in Mathematics (2010)
  • Stetson University–Masters in Business Administration (2013)
  • Stetson University College of Law–Juris Doctor with a concentration in Advocacy, magna cum laude (2013)


  • Rawlsian Support of Elder Law, Journal of International Aging Law & Policy (Winter 2012).
  • Does the Economic Loss Rule Bar an Insured’s Suit against an Insurance Broker Where the Parties are in Contractual Privity with One another and the Damages Sought Are Solely for Economic Losses?, Trial Advocate Quarterly (Summer 2013).
  • Telemedicine: The Emerging Healthcare and Legal Landscape, Florida Bar, Health Law Section Newsletter (April 2014)
  • “Ideology and Risk Focus: A Preliminary Exploration of the Effect  of Judicial Ideology on Risk Focus in Supreme Court Opinion Construction.” Denver Law Review 96 No. 4 (Summer 2019): 793-812.

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