Management team

Professional Insurance Services is designed to be a full service one-stop shop for all of your personal and business insurance needs. With two different locations in the Tampa area, Jason and his staff specialize in all lines of insurance including: auto, home, boat, commercial property, general liability, and workers compensation. Professional Insurance Services works with over 100 different insurance companies to secure the needed coverage at the most competitive price.
Jason served as a founding member of the Bay Area Advisors (BAA) and was the past President of the group for a three year term. Jason also served BAA as the Moffitt Foundation Liaison for “Martinis for Moffitt”. Jason stays involved in the community and is an active member of SAN of Tampa Bay, Board Member for the Tampa Trifecta, a member of University of Florida Alumni Association, and he is involved with the Young Agent’s Council.
Prior to his career as an independent insurance agent, Jason worked for Nationwide Insurance, as a Commercial Insurance Agent, in the Washington DC metropolitan area, and as an underwriter for Nationwide Insurance in Gainesville, Jason is a native resident of Tampa and currently resides with his wife, daughter and newborn son in the Tampa area.

Greg also helped form and run a local non-profit organization that raised funds to donate to charities whose focus was helping children and cancer patients. In 2009, he participated in Leukemia & Lymphoma Society’s Man & Woman of the Year campaign helping to raise more than $20,000 for the foundation.
Greg is active in the local Tampa Bay community and continues to work with local charities such as Paint Your Heart Out! Tampa and Champions for Children. A long-time resident of the area, Greg currently lives in Tarpon Springs where he enjoys going to local sporting events, cooking, and spending time with his dogs.

Deanna hails from Tarpon Springs, where she grew up and graduated as a Sponger and attended post-secondary at St. Petersburg College. Family and friends range around the tri-county area of Pinellas, Pasco and Hillsborough, and Deanna has enjoyed becoming part of each of these fantastic parts of Florida. She has also spent several years in Spain, speaks pretty good Spanish and has traveled more than a little in Europe, South America and Asia. A trip to Japan started her relationship with Clearwater Sister Cities, Inc., which is a non-profit organization that promotes the relationship between Clearwater and Nagano City, Japan. She served as the Secretary of the Board of Directors for three years and was the master of ceremony at their 3rd Annual Japanese Spirits Tasting Event in 2015.
Outside of work, Deanna loves dancing, all forms of ballroom and salsa, going to the Renaissance Festival in costume, Halloween, and mornings. It’s true. On her bucket list is the chance to sing karaoke in 6 continents. Three down…three to go.

I have been in the insurance business for over 25 years. I have spent the majority of my career in an agency. I love working in an agency where I can build client relationships.
In my free time I love spending time with my family and friends listening to local musicians. My husband and I have raised three amazing children. We are proud of the adults they have become and they are the light of our lives.

Ann worked in accounting for many years with her father. Her first insurance job was with POE & Associates, as a Customer Service Representative (CSR) in the Bond and Liability Department.
After taking time off to raise her girls, Ann went back into the accounting field with a local Engineering Firm. During her employment at the Firm, Ann took advantage of the OJT continuing education courses and learned a lot about Employment Practice Liability, which rekindled her interest in insurance. Ann enjoyed being a CSR, but was excited to get her 220 Agent license and be more involved within the insurance industry.
Professional Insurance Services welcomed Ann in June of 2012. Her knowledge and experience is an asset to the company. “Working at a local agency allows you to get to know your clients and build business relationships, which I believe is valued by both parties”. Ann specializes in writing auto, home, flood, boat, and umbrella insurance for the agency.

Patricia currently serves as the Personal Lines New Business and Retention Director at Professional Insurance Services. Patricia has worked in the Insurance Industry for over 21 years, starting her insurance career at Travelers Insurance Company as a Senior Customer Service Representative and soon after receiving a promotion as a Quality Assurance Specialist. She has used her training, knowledge and experience in providing the best customer service possible. For the past 10-years Patricia has worked on the Agency side, serving as a Senior Account Manager with Allstate and Keystone Insurance Company. Throughout her career in the insurance industry, Patricia has consistently built strong client relationships and is a firm believer that a “satisfied customer is the best source of advertisement”.


Carla enjoys spending time with her boyfriend and their dog, Finn, and cat, Ollie. She is the last of three children and the only girl. Carla is enjoying the local beaches and entertainment that Tampa has to offer.

Drew is active in the local Tampa Bay community and continues to participate in volunteer work for Metropolitan Ministries. Drew currently lives in Tampa where he enjoys playing golf and rooting for the Tampa Bay Lightning (Go Bolts!).

Kristen is married to her high school sweetheart Bill and has 2 Boys. She spends most weekends and work nights at sporting events for her children. She is a committee member for St Jude’s Children’s Research Hospital and is involved in an annual Around the World with St Jude dinner event in Tampa. She loves to volunteer and spend time with her family.

Samantha is a Florida native, originally from Lake Okeechobee she moved to Tampa to attend USF. She took a part-time job in a local Allstate insurance office and soon this became her career path. Samantha was an agency owner with Allstate for a few years before branching out and opening Keystone Insurance Company. The independent agency route allowed her the opportunity to offer greater insurance options to the benefit of her clients.
In her time away from the insurance office, Samantha loves to travel and collect memorabilia from her visits. She appreciates salvaged finds and restoring life to items that many would think are past their prime. She also enjoys spending time with her 2 well-fed cats and 1 little dog.

Coming from a military background as a former United States Marine, he launched the Security Operator Insurance program in 2007. Since then it has transformed the Private Security insurance industry and has been instrumental in properly addressing the high-risk concerns these businesses are challenged with every day.
Apart from the specialty programs Jay develops, he maintains a focus on placements for our larger commercial clients.
Jay is a resident of Tampa, FL and enjoys networking and traveling to visit family & friends in his spare time.

One of the few that have been born and raised in Pinellas County, Shawn spent his childhood growing up in Palm Harbor, Florida. A self-proclaimed ‘sports-fanatic’, if Shawn wasn’t playing some kind of sport, he was watching one on TV with his dad. For college, Shawn attended the University of Florida in Gainesville and graduated with a BA in Business Administration. During college, he spent a life-changing semester abroad living in Madrid, Spain.
When he isn’t helping secure valuable coverage for his clients, Shawn loves to travel the world with his wife, Taylor. He still plays in multiple softball leagues in the area and can be found on the golf course on the weekend.