Winship Law

Ashley C. Winship, LL.M., has practiced in Estates and Tax law since 2004, and is the President of Winship Law, P.A. which she established in 2014.  She is a Martindale-Hubbell AV® Rated attorney who exclusively practices Estate Planning, Trust and Estate Administration, Succession Planning, and Transfer Tax Planning.

Ashley is passionate about planning, which makes her clients’ lives inherently easier with her processes. Through her extensive knowledge, she helps families with smooth transfers of assets to future generations.

She also helps with anticipating and planning for major life events such as marriages, divorces, births, incapacities, and end-of-life decisions. These major life events and occurrences are instances that call for a plan, and Ashley is here to help. With upwards of 22 years of experience, she advises clients about strategies for transferring assets while minimizing taxes and creditor exposure. Throughout the process, Ashley focuses on reducing worry for her clients and providing security for their loved ones.

When working with Ashley, it’s about more than generating a well drafted will and trust; it’s about educating her clients, designing and implementing customized plans, and guiding her clients each step of the way.

Ashley’s education began at Florida Southern College in Lakeland, where she studied Communications and Advertising Design. After working as a graphic artist and copywriter at a boutique advertising agency, she attended Stetson University in St. Petersburg where she earned both her MBA and her law degree.

While at Stetson, she served as an intern to Federal Magistrate Judge Thomas G. Wilson and an Articles Editor of the Stetson Law Review. Subsequently, she earned a Master of Laws in Taxation from the University of Florida College of Law, where she was a Graduate Tax Scholar and served as an Editor of the Florida Tax Review.

In her free time, Ashley enjoys working on creative projects, collecting vinyl, cycling, and spending time outdoors. She is also a Yoga Medicine® certified 200-hour yoga instructor. Ashley is an active member and past president of the Central Florida Association for Women Lawyers. In addition to these activities, Ashley has served as Chair of a Grievance Committee for the Florida Bar, held memberships in the Orange County Bar and Geroge C. Young American Inn of Court, and has been a mentor to college students, law students, and young lawyers.  Ashley and her husband are past members of the Orlando Museum of Art’s Acquisition Trust, where she served as a member of the Board and the group’s Secretary for five years.

Amber A. Ramsey, M.A., has been a valued member of the Winship Law, P.A. team since 2021. She earned her Bachelor of Art’s in Political Science Pre-Law from the University of Central Florida, complemented by two minors in Terrorism Studies and Intelligence and National Security. She then obtained her Master of Arts in Political Science from UCF’s School of Politics, Security, and International Affairs.  Amber is currently continuing her education through Boston University’s Criminal Justice Master’s Program. In addition to her primary role at Winship Law, P.A., Amber has led the office intern team, fostering a collaborative and supportive environment.

During her undergraduate years, Amber served as a peer mentor in the Achieve Program for first-time-in-college freshmen students and interned for the UCF Knights’ Athletics Program. Since being prestigiously selected as a candidate for the American Legion’s Florida Girls State in 2016, she has remained an active volunteer for the American Legion—a nonprofit organization dedicated to supporting veterans and orphaned children. Born and raised in Tampa, Florida, Amber enjoys kayaking, fishing, visiting Universal Studios, and raising her fur babies.