Skip to Content
BACK TO attorneys

Jacqueline M. Gregory


Jacqueline M. Gregory is a Partner in our Hollywood Office. She has more than 25 years in representing insurance carriers, employers, and self-insureds in all areas of workers’ compensation defense. She has also represented carriers on Equitable Distribution claims in circuit court. Early in her career, Ms. Gregory argued many appeals before the First District Court of Appeals.

She earned her Juris Doctorate from the University of Miami School of Law, her Master of Arts in Economic Development from the University of Miami and her Bachelor of Arts from Simmons College in Boston. Ms. Gregory is also an active member of the Council on Litigation Management, and has presented as a speaker on panels with this organization.

A member of Conroy Simberg's Diversity & Inclusion Committee, Jacqueline is proficient in Spanish.

Practice Areas:

Admitted to Practice:

  • All Florida Courts


  • University of Miami School of Law, Juris Doctorate, 1989
  • University of Miami, Master of Arts in Economic Development, 1983
    • Joint program in Economics and International Studies
  • Simmons College, Bachelor of Arts, 1980

Professional Affiliations:

  • The Florida Bar, Workers’ Compensation Section
  • Council on Litigation Management (CLM)
  • Caribbean Bar Association
  • T.J. Reddick Bar Association

Speaking Engagements:

  • "Fundamentals of Workers’ Compensation," Co-Presenter, Conroy Simberg Webinar, February 2023  
  • "Major Contributing Cause: New Twists and Turns," Co-Presenter, Conroy Simberg Webinar, April 2022  
  • "Defending Against Permanent Total Disability Claims," Co-Presenter, Conroy Simberg, Webinar, April 2021 
  • "COVID-19 and Its Affect on Florida Workers' Compensation," Conroy Simberg Webinar, Co-Presenter, March 2020 
  • 2019 Workers’ Compensation Conference of the Council on Litigation Management (CLM): "Maximizing the Productivity of an Aging Workforce."
  • 2018 Workers’ Compensation Conference of the Council on Litigation Management (CLM): “The Graying Effect:  Managing Workers’ Compensation Claims and Exposures with a Maturing Workforce.”
  • Numerous lectures on Workers' Compensation issues to include Medical Benefits and Case Law Update, 2014-2018
  • 2018 CLM Business Insurance Workers' Compensation Conference panel discussion on temporary benefits, and the ramifications and exposures to be considered in handling claims for total disability benefits. 
  • "Tick Tock! Indemnity Benefits and Changes In Law," Co-Presenter,  Conroy Simberg, March 2018 
  • “New Trends In Subrogation Liens,” Co-Presenter, Conroy Simberg Webinar, October 2017
  • “Practical Guidelines in the Effective Claims Handling Process for Reduction of Attorney fee Exposure,” March and September 2013
  • “Discovery Issues Related to Workers’ Compensation Claims: Rule and Case Law Analysis,” March 2013
  • “Medical benefits Under Workers’ Compensation: Statutory Guidelines and Recent Trends,”  January and February 2013
  • “Relativity Applies to Physics, Not Ethics: A Practical Discussion of Adjuster Ethics,”  February 2012
  • “Permanent Total Disability: An Overview of the Law Post October 1, 2003,”  December 2011
  • “Mental and Nervous Injuries and the Statute of Limitations in Workers’ Compensation Cases,” October 2011
  • “Navigating Ethical Dilemmas in the Adjusting World,” October 2011
  • “Ethics, Statute of Limitations and Temporary Benefits,” August 2011
  • “Case Law Update and Ethics,” February 2011
  • “Updated Medical issues and Impact of Today’s Economy on Temporary and Permanent Disability Benefits,” September 2010
  • “Indemnity Benefits: Entitlement and Defenses” “ Understanding Major Contributing Cause,” August 2010
  • “Intoxication and Fraud,” July 2010
  • “Current Trends in Workers’ Compensation Law,” December 2009
  • “Strategies for Effectively Handling Permanent Total Disability Claims,” February 2009
  • “Evolution of Attorneys’ Fees: Lee Engineering to Emma Murray,” January 2009 


  • Jackie Gregory prevailed at a merits hearing before the Judge of Compensation Claims.  Claim was made for an extensive timeframe of Temporary Partial Disability Benefits, plus penalties, interest, costs and attorneys’ fees.  The JCC denied the benefits as well as entitlement to attorneys’ fees and costs.
  • Jackie prevailed on behalf of the Employer/Carrier at a Final Merits Hearing at which the issues litigated were permanent total disability benefits, supplemental benefits, attorneys’ fees, costs, penalties and interest.  All claims were summarily denied and dismissed by the Judge of Compensation Claims.