Career Transitions: From Trial Lawyer to Professor


Richard Holloway, J.D. – Program Director, Criminal Justice

Rich is the Program Director for Criminal Justice programs at CTU. He began his career as a trial lawyer in Chicago and once argued a case against Barack Obama in his early courtroom days. He began teaching, and has been hooked on student learning ever since.

"I bring my experience as a trial lawyer into the classroom. When you first get out of law school, most young lawyers don’t get to actually get in the courtroom and do much for a while. I got thrown into the fire from the beginning. I was really fortunate when I started practicing law to work for a small law firm that afforded me the opportunity to do a lot of different things in addition to what they practice primarily. My very first courtroom victory was against – and he was an attorney at the time – Barack Obama. I love playing basketball just like he does. One of my goals is to see if someday I could play him in a one-on-one. I’d love to be able to say I beat him in the courtroom and on the basketball court. I come from a family of educators. My mom’s a retired college professor who has taught on every level. My father was a teacher of drivers and my brother’s an 8th grade math teacher. I’ve always had some involvement in some way with trying to help others learn. I started teaching as an adjunct while I was practicing law and I just really fell in love with that. One of the things that I think is really important is that students get the reality; that they get to know the truth about the work that they want to do. Getting them to understand the importance of being lifelong learners and understanding the impact that they can have through their own professional work. When someone says “Rich are you in?” I say yes I’m in to student’s learning. "