Caitlein J. Jammo

Caitlein Jammo is a trial and appellate lawyer whose practice spans probate litigation, commercial litigation, and appeals. She represents individuals, families, and businesses in complex disputes involving trusts, estates, and business relationships. Known for her balanced approach to advocacy, Caitlein combines analytical precision with empathy, helping clients navigate highly charged matters with clarity and confidence. Her work often bridges the emotional intensity of probate conflicts and the strategic demands of commercial litigation, where her ability to simplify intricate legal issues and focus on practical solutions makes a measurable difference for her clients.

Caitlein’s appellate work reflects her ability to translate complex legal and factual issues into clear, persuasive arguments. She has successfully represented clients before Florida’s appellate courts in cases involving trust and estate law, helping to shape outcomes that protect clients’ rights and clarify important points of law. Known for her meticulous preparation and composure during oral argument, she brings the same precision and confidence to appellate advocacy that define her trial work. Her success in this arena underscores both her growing reputation as a thoughtful advocate and Johnson Pope’s strength in complex, high-stakes litigation.

Today, Caitlein continues to represent clients from pre-litigation through trial and appeal, drawing on her diverse experience, steady demeanor, and commitment to resolving disputes efficiently and fairly.

Representative Matters

• Trust Appeal – Successfully handled a contested trust appeal involving complex procedural and evidentiary issues, resulting in a favorable outcome for the client.
• Contested Probate Administration – Represented a personal representative in a high-value estate dispute involving claims of undue influence and lack of capacity, securing court approval of the administration and protecting estate assets.
• Breach of Fiduciary Duty Litigation – Defended a trustee accused of mismanagement and self-dealing, achieving a negotiated settlement that avoided trial and preserved the client’s fiduciary position.
• Will Contest – Represented heirs challenging the validity of a will based on allegations of duress and improper execution, leading to a resolution that honored the decedent’s true intent.
• Business Dissolution and Partnership Dispute – Represented a family-owned business in a dissolution action involving competing ownership claims, accounting disputes, and requests for injunctive relief.

Bar Admissions:

• Florida, 2013
• United States District Courts (Middle, Northern & Southern Districts), 2013
• United States Court of Appeals (Eleventh Circuit), 2013

Education:

• Stetson University College of Law, J.D. with concentration in Advocacy, magna cum laude, 2013
• University of Florida, B.S., Mathematics, 2010
• Stetson University, MBA, 2013

Awards & Recognition:

• The Best Lawyers in America© Ones to Watch” Commercial Litigation, Construction Law, Litigation – Trusts and Estates, Real Estate Law, 2021 – 2025
• Super Lawyers© “Rising Star”, 2017 – Present
• Clearwater Bar Association, President’s Award Recipient, 2019
• Clearwater Bar Association, Ralph Richards Award Recipient, 2024
• Barney Masterson Inn of Court “Rock” Award Recipient, 2017
• Stetson Law Review, Outstanding Editor Award Recipient, 2013

Community & Professional Organizations

• The Clearwater Bar Association
  • Immediate Past President 2023 – 2024
  • Director, 2015 – Present
  • President, 2022-2023
  • President of the 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 – 2023

Outside the Office

Outside of her practice, Caitlein is active in community theater and has performed in numerous productions throughout the Tampa Bay area. She also enjoys endurance sports and recently completed a triathlon. Both pursuits reflect the same qualities she brings to her legal work—discipline, creativity, and perseverance.