Caitlin C. Szematowicz

A firm member since 1977, Bruce has extensive experience in planning for the sale and purchases of businesses. He also developed a special expertise in complex estate planning, purchases and sales of businesses and tax controversy matters. His clientele includes successful businesspersons, professionals, closely–held businesses, charitable organizations and individuals with special tax planning or estate planning needs. Bruce is a former chairman of The Florida Bar Tax Section and a for...

Rachel N. Barlow focuses her practice on estate planning, probate and trust administration, as well as probate and trust controversies and litigation. As a Board Certified attorney by the Florida Bar in the area of Wills, Trusts, and Estates, Rachel brings valuable qualifications to her clients. She acquired her Master of Laws (LL.M. in Taxation) from the University of Florida Levin College of Law in 2013. Before joining The Diamond Law Firm PA, Rachel practiced at the national law firm of Cu...

Bob served as a Law Clerk to Honorable William Terrell Hodges, United States District Judge, U.S. District Court, Middle District of Florida from 1982 – 1984. From 1988 to 1998 he handled catastrophic child and infant injury cases throughout the United States and Canada. While clerking he learned of Johnson Pope’s well-known reputation for quality legal work and ended up joining the firm in April 1999. He is the author of “The Primary Carrier Caught in the Middle with Bad Fa...

A. Christopher Kasten II is a top attorney recognized by Best Lawyers in the practice area(s) of Commercial Litigation. A. Christopher, who practices law in St. Petersburg, Florida, has been recognized since 2021. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which A. Christopher is held by other top lawyers in the same geographic and legal practice area.

Rachael comes to Johnson Pope with diverse experience in employment law and trial litigation. While a student at Stetson College of Law, Rachael was a member of Stetson’s nationally recognized trial team and a member of the Stetson Law Review. Since being admitted to the Florida Bar in 2008, Rachael has represented clients in federal, state, and appellate courts on a variety of employment related matters. Rachael is an active member of the St. Petersburg Bar Association where she co-cha...

Caitlein Jammo is a top attorney recognized by Best Lawyers in the practice area(s) of Commercial Litigation and Litigation - Trusts and Estates. Caitlein, who practices law in Clearwater, Florida, has been recognized since 2026. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Caitlein is held by other top lawyers in the same geographic and legal practice area.

Over 30 years of estate and gift tax planning, and asset protection planning, mostly for high net worth individuals and estates. Consultation, planning and preparation of revocable and irrevocable trusts, grantor trusts, family limited partnerships, S corporations, LLCs, LLPs; shareholder and other business continuation agreements, life insurance trusts; planned charitable giving; post-death tax planning for estates, trusts and the decedent’s family; complex probates.

Ben Diamond serves as the managing partner at The Diamond Law Firm PA, situated in St. Petersburg, Florida. He focuses his legal practice on estate planning, estate and trust administration, and fiduciary litigation. Clients recognize Ben for his meticulous attention to detail, thorough preparation, and adeptness in addressing complex challenges. Ben is well-versed in all areas of fiduciary litigation and has been involved in numerous cases, defending against will contests and breach of fiduc...

Sandra Fascell Diamond is a top attorney recognized by Best Lawyers in the practice area(s) of Trusts and Estates. Sandra Fascell, who practices law in St. Petersburg, Florida, has been recognized since 2020. This recognition is based on an exhaustive peer-review survey, reflecting the high esteem in which Sandra Fascell is held by other top lawyers in the same geographic and legal practice area.

Chuck has been a member of the Florida Bar since 1981 and has a diverse commercial and business litigation practice. Those areas include real estate litigation, special asset work, employment disputes, probate litigation, construction litigation, personal injury, and a wide range of civil and business related litigation matters. He was previously employed at Harper, Kynes, Geller and Buford, P.A. and joined Johnson Pope in 2007. He is board certified by the Florida Bar in business litigation....