Jessa M. Gary

About Jessa M. Gary

For Jessa, designing, building and delivering customized estate planning solutions is simply the start. Developing genuine client relationships, where her clients become her friends and her friends become her clients, is the bonus that enables her to follow clients through their lives, ensuring her solutions work when needed and helping her clients achieve their goals.

Choosing estate planning as an area of specialty was by design. Jessa believes the impact estate planning can have on people’s lives and the community is reason enough to love this profession. She states, “When people come to us, they are often going through a difficult time, so for me, the best part about my job is caring for my clients like they are my own family.”

Prior to joining Isaac Wiles, Jessa learned the ropes of estate planning in her stepfather’s law firm, where she worked her way up to Partner. As his practice wound down, Jessa continued serving clients until she started a family of her own. At that time, she transitioned her clients to a new firm, AlerStallings, where she served as an estate planning Associate for several years. In this role, she counseled clients on estate planning, elder law, including Medicaid planning, and matters relating to probate and trust administration in Ohio and Florida. Jessa’s know-how and drive to get things done make her a rare professional who understands both the substance and procedure of the law, while also having the unique ability to communicate complex legal matters effectively to both her clients and other lawyers.

When she’s not practicing law, Jessa enjoys spending time with her children, William and Eleanor, and making memories with family and friends. She loves being outdoors and especially enjoys biking, exploring new places, traveling, and simply making the most of time together with the people she loves. For Jessa, family, friendship, and community are at the heart of what matters most—and those same values carry into the way she cares for her clients.