Meet the Team

We help you take the steps to protect your family and
make sure your assets are passed down generation to generation with proper Estate Planning.

Our Team

Our clients come to us from all over the NY Metropolitan area

We at Sheryll Law, P.C. know that finding the right attorney to represent you is a choice not to be taken lightly. That’s why we offer consultations to walk you through your needs, the scope of your goals, and your budget.


Jay P. Sheryll, Esq.

Attorney and Owner of Sheryll Law

As a husband and father of two daughters, Jay Sheryll understands the importance of family relationships and legacy. When he graduated Summa Cum Laude with a Juris Doctor degree from Touro College Jacob D. Fuchsberg Law Center, he knew he wanted to start his own practice and devote it to estate planning because, in his words, “having a family is all we leave behind.” He established Sheryll Law, P.C. in Riverhead, New York, in 2017, where he and his staff cater to clients’ estate planning needs on the East End of Long Island.

Jennifer Raguso

Associate Attorney

Jennifer Raguso, Associate Attorney at Sheryll Law, P.C., is Jay's right-hand person for Medicaid and estate planning. Raguso has worked in this area of law since 2011, having practiced at a prominent elder law firm and interning with Jay at another elder law firm. Within the elder law umbrella, Raguso’s specialty is asset protection, including Medicaid planning and assisting families with setting up home care and deciding whether nursing home care or home care is the best option for their loved ones.


Kasey Cosgrove


Sheryll Law, P.C. Paralegal Kasey Cosgrove has worked in law firms since high school. She has extensive client contact, meeting with estate planning clients to design their estate plans. She also manages all aspects of legal production; probate and estate administration; real estate (although not the firm’s primary area of law); Article 81 Guardianship proceedings; and business formations. Additionally, she is learning the Medicaid ropes to assist clients in that area.

Brad Sheryll


Brad Sheryll, younger brother of Sheryll Law, P.C. Founder Jay Sheryll, Esq., joined the firm as a paralegal in 2017. Following his graduation from Stony Brook University with a Bachelor’s Degree in History, Brad enrolled in the four-year night program at Touro Law Center. He graduated last year with his Juris Doctor Degree and is currently waiting to be admitted to the Bar.


Courtney Benediktsson

Client Support Manager

Client Support Manager Courtney Benediktsson joined Sheryll Law, P.C. in July 2020, after receiving her MBA at Quinnipiac University through the accelerated 4 + 1 program and her undergraduate degree in Marketing with a minor in Law and Society in 2019 from Quinnipiac University.

Maria Flores


Receptionist Maria Flores became part of the Sheryll Law, P.C. team in 2020. Her typical day includes various tasks from cleaning and disinfecting the office in alignment with COVID protocols to filing documents, following up on emails and voicemails, preparing cover letters for documents, helping with the mail, copying and scanning, and taking client phone calls.

While Maria enjoys all aspects of her job, meeting with Sheryll Law’s warm, friendly clients is her favorite task because they always have interesting stories to share. “I’m very intuitive, and I connect with the clients who come to us,” Maria explains. “I have a special affinity for older people, particularly those who have lost a spouse and may feel a bit lonely. When I speak with them, I can tell they’re happy to engage in conversation. In general, I love to talk to our clients, get a sense of who they are, and make them feel comfortable.”
Before COVID, the eco-conscious animal lover spent her free time volunteering at the Bideawee Animal Shelter and a nursing home in the Islip area. Maria and her friends would talk to residents and perform needed tasks like gardening.

Tell us more about your situation*

Fill out the form below and a member of our team will be in touch with you as soon as possible.

*This information is not intended to create an attorney-client relationship. An attorney-client relationship with the firm is only created
after a written engagement agreement has been signed by you and the firm and your initial legal fee has been paid.

Awards and Affiliations


We are conveniently located at 633 East Main Street, Suite 2 Riverhead, New York 11901, United States

Real Clients, Real Testimonials