Jenna Finkelstein has been a resident of St. Petersburg, Florida, for the past 21 years. She values quality time with her husband, friends, and family, and has a passion for travel and yoga. A proud pet parent, Jenna’s French Bulldog, Ben Franklin, affectionately known as “Benny,” is not only her beloved companion but also serves as the mascot for Defend Pinellas, PLLC.
Jenna obtained her undergraduate degree from the University of Florida in Gainesville, where she earned a Bachelor of Arts in Criminology with a minor in Psychology. She furthered her education at Stetson University College of Law in Gulfport, Florida, where she received her Juris Doctorate and a Concentration in Advocacy certification.
Jenna began her legal career with an internship at the Public Defender’s Office for the Sixth Judicial Circuit, subsequently serving as an Assistant Public Defender for seven years. She later became a partner and co-owner of the Law Offices of Powers Sellers & Finkelstein for over 11 years. Jenna’s extensive experience encompasses a wide range of criminal defense cases in Florida, including domestic battery, DUI manslaughter, drug trafficking, and first-degree murder. She is one of the few attorneys in the state qualified to represent clients facing capital murder charges where the death penalty is sought.
Throughout her career, Jenna has vigorously defended clients in over 70 jury trials and successfully negotiated thousands of favorable outcomes. She has handled complex cases involving sexual battery, lewd and lascivious acts, armed bank robbery, and drug trafficking. Her vast experience has provided her with insights into the operations of the State Attorney’s Office, various police agencies, and other state departments.
Jenna is passionate about her profession and remains dedicated to defending individuals accused of criminal offenses. She employs a comprehensive approach to her cases, utilizing resources such as private investigators, medical professionals, DNA experts, and advanced technology to seek to achieve optimal results for her clients. Her enthusiasm for the law is matched by her commitment to providing personal attention to each client’s unique needs. A seasoned trial attorney, Jenna is well-versed in the legal system and its key players, and she is resolute in her commitment to advocate fiercely for her clients.
Attorney Timothy Sullivan has a wide range of practical experience in the defense of criminal cases. His background also includes a focus on the specialized and unique training law enforcement relies upon in conducting a DUI investigation.
Tim grew up in a rural town on the New York and Pennsylvania border. He attended Lycoming College in Williamsport, Pennsylvania where he earned a degree in Economics. During his undergraduate education, he was elected by his peers as the president of his class, worked part-time as a paralegal for a local law firm, and served as a lector at St. Boniface Catholic Church.
After graduating from college with honors, Tim went on to attend Stetson University College of Law, where he was a Dean’s List student. As a law student, Tim gained valuable experience serving as a law clerk for a United States Federal Judge in Tampa. He also completed a clinical internship for the Pinellas County State Attorney’s Office. Tim served as a law clerk at a local criminal and DUI defense law firm.
Subsequent to graduating from law school, Tim was sworn in as a Pinellas County Assistant State Attorney. As a prosecutor, Tim learned street-level DUI enforcement tactics from the inside. He quickly rose through the ranks in the State Attorney’s office and was selected to run the North County Traffic court division. Tim was subsequently promoted to “Lead Trial Assistant” and supervised other Assistant State Attorneys. Tim’s experience as a supervisor at the State Attorney’s Office gave him valuable insight into the practical effects that a criminal record could have on an individual’s livelihood.
From 2011 through 2024, Tim served as an Attorney, Managing Partner, and Vice President of a local multi-office criminal and DUI defense law firm. After thirteen years working in and managing a multi-lawyer office, Tim determined that a solo law firm would be best suited to serve the needs of his sealing and expungement clients. Tim’s solo practice allows him to provide individualized attention to each client in an effort to secure the most favorable outcome in each case. During his career, Tim has supervised the sealing and expungement of more than 250 cases.
Christina Smith was raised in Port Huron, Michigan. She earned her bachelor’s degree in psychology with honors from the University of Michigan. After graduating, Christina moved to Clearwater, Florida and worked in the service industry where she trained employees in hospitality and customer service. Christina joined our office as our Client Outreach Coordinator in 2019. Through her hospitality background, she strives for positive client relationships. She displays a welcoming attitude and maintains your comfortability and assurance in our office.
Christina schedules appointments with clients, prepares and manages files, and will keep you informed of upcoming court dates. She also serves as a liaison between our clients and our local criminal justice system. Christina works closely with the Legal Assistants employed by the State Attorney’s Office in the scheduling of court dates and depositions. She frequently communicates with “Judicial Assistants” (Judge’s secretaries), and the Clerks of Court on a daily basis.
Christina works closely with our managing partner, Tim Sullivan, and all clients of his are welcomed to ask detailed questions and will receive timely case status updates from her. The attorney-client privilege extends to Christina and all information you provide her with will remain protected and confidential.
Christina resides in Largo, Florida with her family and is an active “dance mom.” Christina is currently furthering her education and is in graduate school at the University of Miami seeking a Master of Science in Finance degree.
Hannah Mason was raised in Downingtown, Pennsylvania. She earned her bachelor’s degree in Elementary School Education with a minor in Art and Special Education from the University of Mississippi. After graduating, Hannah moved to Jackson, Mississippi, and worked as a Criminal Defense Paralegal. Hannah joined our office as our Paralegal in 2022. She has previous experience in assisting attorneys in various practice areas including family law, personal injury, insurance defense, and medical malpractice.
Hannah aids our attorneys with evidence review, document drafting, and trial preparation. In this regard, she works closely with Attorney Tim Sullivan. The attorney-client privilege extends to Hannah and all information you provide her will remain protected and confidential.
Hannah currently lives in Tampa, Florida with her French Bulldog, Rebel.
2380 Drew Street, Unit 6
Clearwater, FL 33765
Phone: (727) 855-3847
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