Prior to joining Reed Smith, Jonathan drafted and prepared purchase and service contracts for corporate clients, as well as nondisclosure, non-compete, and independent contractor agreements for clients in the areas of real estate development, environmental remediation, banking, construction and sales. In his prior position, Jonathan served as outside counsel to the Suffolk County National Bank, where he provided advice interpreting and explaining statutes and regulations to the bank’s staff relating to powers of attorney, lending practices, and the bank’s responsibilities under the Dodd-Frank Act.

Other areas of Jonathan's experience include comprehensive divorce matters and family law involving equitable distribution of marital assets, orders of protection, child support and custody, and visitation rights. Additionally in the field of matrimonial and family law, Jonathan has utilized and worked with pension, business, and real estate appraisals; forensic therapists; and child protective services.

Jonathan also serves as an adjunct professor of business communications at Robert Morris University.