Jacob Orlofsky

Jacob Orlofsky, FCAS, currently serves as Director, Actuary at Liberty Mutual Insurance since June 2025. Prior to this role, Jacob held the position of Senior Actuarial Director at Ryan Specialty from November 2023 to June 2025 and worked at CNA Insurance from February 2016 to November 2023 as both Director and Senior Actuarial Consultant. Jacob's earlier experience includes actuarial roles at Ernst & Young from January 2012 to January 2016, starting as an Actuarial Intern in May 2010. Additionally, Jacob contributed as a Research Assistant at the University of Wisconsin Economics Department in 2009, focusing on dataset organization and regression analysis. Jacob holds an MS in Actuarial Science from the Wisconsin School of Business and a BS in Economics with a mathematical emphasis from the University of Wisconsin-Madison.