Jacob graduated cum laude from the Florida State University College of Law, after receiving a Bachelor of Arts in Comparative Literature, and a Bachelor of Music in Performance, from Northwestern University. During law school, he was on the Journal of Transnational Law and Policy, and he received Book Awards for Statutory Interpretation, as well as Conflict of Laws.
After law school, Jacob served as a judicial law clerk to a United States Bankruptcy Judge in the Northern District of Florida, and a United States Magistrate Judge in the Middle District of Florida. Following his federal judicial clerkships, Jacob worked for a large, state-wide law firm in Florida, practicing bankruptcy and creditors’ rights, before moving to a boutique firm in Orlando, practicing construction litigation, real estate litigation, and general state-court litigation. Jacob formed Flentke Legal Consulting in 2016 to provide outsourced legal services to law firms.