Briana reunites with Will to revisit their time working together and to discuss his career journey as an entertainment writer and producer. Both used TV as an escape during their childhoods - still do - and Will talks about turning it into a full-time career, beginning as a reporter for The Enquirer where he broke stories during the OJ trial. Throughout his journey, Will was able to meet - and sometimes befriend - the celebs who got him through those awkward and uncomfortable days growing up. But, is it good to meet your "heroes" and is it possible to keep "Working with Principal" when you do? Find out in this juicy episode!