Jackie Eskay

Jacquelyn B. Eskay is the founder of Eskay Law Group and a trusted estate planning attorney with more than 30 years of legal experience. After building a distinguished career across the public and private sectors, Jacquelyn launched Eskay Law Group in 2023 with a clear mission: to deliver the kind of deeply personal, comprehensive estate planning that too many traditional firms overlook — planning that goes beyond documents to reflect the values, relationships, and legacy that matter most to each family.

Jacquelyn's legal career spans roles as a judicial law clerk, assistant attorney general, and Department of Justice trial attorney, followed by 17 years as co-founder of a successful real estate and title law firm. That breadth of experience gives her a rare and practical perspective on the financial and legal complexities families face — from asset protection and business succession to the real estate and title issues that so often intersect with estate plans. Where many estate planning attorneys see only the documents, Jacquelyn sees the full picture.

At Eskay Law Group, she works with families, business owners, unmarried couples, and individuals navigating major life transitions, crafting plans that are tailored, protective, and built to last. Her clients don't just leave with a stack of documents — they leave with clarity, confidence, and a plan that truly reflects their lives.

A Maryland resident, Jacquelyn is a wife, mother of five, and proud grandmother. She has coached youth soccer for many years and holds leadership roles within state and national soccer organizations — a reflection of the same commitment to community and next generations that she brings to her practice every day.

Jacquelyn believes that estate planning done right is one of the most meaningful things a family can do. She is honored to be the attorney families turn to when it matters most.