Meet Your Chesapeake Wills & Trusts Attorneys

The Respect and Kindness You Deserve

No matter how complex the situation may be, we are committed to offering families peace of mind in knowing they have the dedicated legal assistance they need in their estate planning matters.

We help families understand their options and make informed decisions. Our attorneys focus on the needs of older adults. We handle important financial and estate planning matters as well as day-to-day issues of seniors. These issues include assisted living and life planning.

We understand that your family matters are important. We are committed to presenting families the best estate planning options.

The experience and expertise of our lawyers in estate planning matters will ensure that you receive the best possible advice to your specific situation.

We know that estate planning issues are unique to each situation. We present you with the best options for your specific needs.

Lawyer Greg Jimeno is a native of Anne Arundel County. He understands the specific needs of the area.

When you need your estate plan to work, it’s already too late. That is not a position you want to find yourself in – as Greg Jimeno knows all too well.

Greg’s grandparents crafted their estate plan with two main concerns: protecting the assets they had spent their lives accumulating, and the high cost of nursing home care. They thought they had a plan that helped them to balance these two competing concerns but, when the time came, Greg watched as they realized that the estate planning tools they had relied upon did not protect them as well as they could have. It is a family’s worst nightmare, especially because by the time they usually realize the problem, their loved one has passed away or is incapacitated and it is too late to make a change.

With this memory in mind, Greg has devoted over twenty years to helping other families avoid the same predicament. He has built his career on helping families protect their assets, support their families, and safeguard their futures – both as a partner with the firm Jimeno & Gray, and then founding Chesapeake Wills and Trusts, which is dedicated exclusively to estate planning and elder law. For his work in estate planning, Greg was selected as a SuperLawyer, and recognized by both Baltimore Magazine and What’s Up Annapolis? magazine as one of Maryland’s best.

Greg has become a sought-after speaker on the topics of estate planning and elder law. As the author of the book “How To Protect Your Home And Life Savings In Maryland,” Greg has shared his experiences in estate planning to help others properly put plans in place to make things easier on their families upon their death or disability.

A lifelong resident of Maryland, Greg is a recognized leader in the legal community. He has served as President of the Anne Arundel County Bar Association; served a two-year term on the Maryland State Bar Association Board of governors; and was appointed by the Governor of the State of Maryland to the Anne Arundel County Judicial Nominating Commission, a position he held for 8 years.

Like any true Marylander, Greg spends his summers at Camden Yards watching the Orioles, occasionally traveling with his wife and daughters to watch the Orioles play on the road, and is a season ticket holder to both the Baltimore Ravens and Maryland Men’s Basketball. Greg’s two daughters have been active in sports as well, and, in his spare time, Greg has coached youth basketball and softball.

Prior to joining Chesapeake Wills & Trusts in 2022, Jessica was an experienced attorney, and had already spent 20+ years helping Marylanders resolve their legal matters.

Between owning her own small firm and working with Independent Disability Services, Jessica brings with her a wealth of knowledge, particularly about wills, trusts, and estates, but also in a number of other areas of the law.

Jessica grew up in Western Pennsylvania where she attended Chatham College in Pittsburgh. She was an Economics major with a minor in Psychology and graduated cum laude in 1998. After college, she moved to Baltimore and attended the University of Maryland School of Law.

Jessica hung out her shingle – opened her own private practice – in Elderburg, Maryland. She handled a wide range of legal matters, including bankruptcy, wills, probate, and domestic relations.

Afterward, Jessica began working for Independent Disability Services, where she helped people apply for and receive SSI and SSDI government benefits. She continued to work in probate on an as-needed basis, and, as a result, has a tremendous amount of estate planning and probate experience. Jessica is admitted to practice law in the state of Maryland and the Federal Court.

Jessica lives in Brooklyn Park, Maryland with her boyfriend and 2 children. In her spare time, Jessica enjoys photography, reading (especially psychological thrillers), and baking. Jessica is particularly famous for her baking at Christmas when she singlehandedly prepares over 10 different types of cookies, 3 varieties of fudge, and cheesecake. On Saturday afternoons, you’ll find her cheering for her son in a baseball game, helping her daughter search for the perfect university, or touring local wineries.