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

Senior Attorney

Jennifer Raguso, Senior 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

Senior Paralegal

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.

Although Courtney accrued valuable experience as an intern for Live Nation Entertainment, followed by over two years as an intern and customer service representative for Sea Tow Services, International, her role at Sheryll Law, P.C. provided her first exposure to estate planning. For Courtney, a typical day at the office involves managing the engagement process with clients from the moment they contact Sheryll Law, P.C. to ensure their complete satisfaction throughout the process once they retain the firm’s estate planning services. She also generates ideas for relevant and educational content for social media, emails, and webinars, manages local outreach efforts and strategizes with Jay and the team to develop and implement effective plans to assist even more clients in 2021 and beyond.
“I like learning about estate planning law because, as a young person who didn’t know anything about it and thought it did not concern me, it’s preparing me for important things I must be aware of moving forward. Helping our clients with their estate planning goals also helps me in my personal life. Since I had a minor in law, my work at Sheryll Law, P.C. provides real-world experience about how everything works. And I enjoy assisting clients in their efforts to protect their legacy and their families’ best interests.”
In her free time, Courtney enjoys listening to country music, going to concerts, keeping up with the latest trends in pop culture, fashion, and entertainment, dining at new restaurants, and visiting the North Fork on the weekends. A lover of travel, she plans to visit Switzerland and Norway in the not-too-distant future.

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