Ben grew up in Northern Kentucky and graduated from Covington Catholic High School in 1995. After graduating from Marian College in Indianapolis, Ben pursued a career in local government in Indiana working for Judge Gerald S. Zore and the City of Indianapolis.
Ben obtained a law degree from New York Law School in 2004. While in law school, Ben worked at the New York Law School mediation clinic, the New York City Department of Buildings, and for Judge Budd G. Goodman.
Prior to forming the Wolff Law Firm, PLLC Ben practiced in Chicago as a contract attorney working on cases in several areas of law, including: commercial litigation, reinsurance, employee benefits, environmental and anti-trust.