Megan Moroney stopped by as the Friday Morning Conversation. She talked about writing songs about exes and whether or not they know they are written about them, collaboration with Kenny Chesney, and her fancy new tour bus! Bobby shared a story that was initially a Tell Me Something Good but took an unexpected turn so we had to cancel the segment. Abby offered up her boyfriend's services as a financial planner to Lunchbox and Eddie to help them get set up for retirement. Lunchbox thought the offer was a bad idea and proceeded to drag her boyfriend. In the Anonymous Inbox, a listener started dating a guy who is pushing his 40s but has never been in a serious relationship. She asked Bobby if it's a red flag to be in that phase of your life with not having been in one.