The Attorneys

Stephen Skipper, Esquire

Stephen is an attorney with a strong background in estate planning and a deep commitment to his legal practice. He is a fifth-generation Floridian and second-generation lawyer, born and raised in Pasco County. Stephen's dedication to the legal profession began at an early age when he started working at Skipper & Skipper, P.A. at the age of 16.

After completing his education at J.W. Mitchell High School and graduating in 2010, Stephen received a scholarship to the University of Tampa. During his time there, he excelled academically and gained valuable experience as a summer intern for U.S. Congressman Gus Bilirakis in Washington, D.C. Stephen graduated from the University of Tampa with a degree in Government and World Affairs, with a concentration in Politics.

Following his undergraduate studies, Stephen earned a full scholarship to Ave Maria School of Law, located in Naples, Florida. During his time at law school, Stephen interned at Skipper & Skipper, P.A., where he applied his classroom knowledge in a practical setting. He also volunteered his time to assist the disadvantaged in Collier County by preparing estate planning documents for those in need.

Stephen's commitment to the legal profession led him to pursue further specialization in the field. In recognition of his expertise, he received a Certification from the National Society for Legal Technology during his final year at Ave Maria School of Law. After graduating in May 2019 and passing the Florida Bar Exam in July of the same year, Stephen was admitted to the Florida Bar on November 5, 2019.

Stephen immediately embarked on his legal career at Skipper & Skipper, P.A., where he focuses on estate planning matters. His expertise and dedication to the field have earned him recognition in the legal community. Stephen is an active member of two prominent estate planning organizations: the Estate Planning Attorneys Association and the Gulf Coast Estate Planning Council. Through his involvement in these organizations, Stephen stays abreast of the latest developments in estate planning and collaborates with other professionals in the field.

In addition to his involvement in the estate planning community, Stephen is an active member of the West Pasco Bar Association. He currently serves as the President of the association, demonstrating his commitment to the local legal community and his leadership within the organization.

While Stephen's legal practice primarily serves clients in downtown New Port Richey and the surrounding areas, he also maintains connections to Naples, where he continues to serve clients and collaborate with attorneys in Collier County.

Outside of his legal career, Stephen enjoys spending time with his wife, Samantha, and their three dogs—Ami, Denver, and Dakota. He has a passion for travel and has explored destinations across the country and abroad, with a particular love for spontaneous trips and unique experiences. He also enjoys cars, reading, watching documentaries, music, cooking, and exploring everything the Tampa Bay area and beyond have to offer with his family.

Sallie D. Skipper, Esquire

Attorney Sallie D. Skipper moved to Florida when she was three years of age. Her father, Glenn, had transferred to Jacksonville with Prudential Insurance Company. Sallie attended Alfred I. duPont and Wolfson High Schools. Afterward, Sallie went to work at a local bank, where she met her husband, Curtis Skipper. They had three children. Curtis died in 2015.

Sallie is a former real estate broker, and a graduate of Pasco-Hernando State College, University of South Florida, and Stetson College of Law.

She is active as a leader in the legal community, but her passion is for her family and church. In her free time, Sallie enjoys travel and reading.

Sallie’s Activities and Associations Have Included:

• The Florida Bar
• Fellow of The Florida Bar Foundation
• Real Property, Probate and Trust Section of The Florida Bar
• Elder Law Section of The Florida Bar
• West Pasco Bar Association (past President)
• Board of Directors West Pasco Bar Association (past Chairperson)
• Hernando Bar Association
• Clearwater Bar Association (former)
• Allgood-Altman American Inn of Court (past President)
• Estate Planning Attorneys Association (past President)
• North Suncoast Estate Planning Council (former)
• Community Foundation of Pasco County
• Relay for Life of Trinity (American Cancer Society)
• Board of Trustees - Genesis Preparatory School (past)
• Pasco-Hernando Community College Foundation (past)
• Pasco-Hernando Community College Advisory Board (past)
• Judicial Nominating Commission for the Sixth Circuit (past Chairperson)
• Licensed to practice before Florida courts, the Federal Middle District of Florida, and the United States Supreme Court

David C. Gilmore, Esquire

(1952–2024)

David C. Gilmore is Board Certified in Wills, Trusts and Estates by the Florida Bar Board of Legal Specialization and Education. Attorney Gilmore concentrates his practice in Estate Planning, and both Estate and Trust Administrations. He founded his firm in 1982 and developed a reputation for excellence in estate planning and client satisfaction.

In 2023, Attorney Gilmore elected to pause from the pressures of a solo practice. He found that his reputation for excellence and quality in the profession was a superb fit with Skipper & Skipper, P.A., where he currently is “of Counsel”, and to where he has relocated his files. It was important to Attorney Gilmore that the firm Skipper & Skipper, P.A. share his personal mission to regard clients with utmost respect while providing services while achieving clients’ goals.

H. Curtis Skipper

(1941–2015)