Taylor's guest is ABC7 Chicago Windy City LIVE (WCL) co-host, Emmy Winner, musician, actor, Ryan Chiaverini. Ryan started his career in Great Falls, Montana as the weekend sports anchor and is now in the tenth year of WCL, which kicked off in one of the most coveted time slots in TV history launching the day after Oprah retired. Ryan has interviewed everyone in the sports and entertainment industry from Mike Tyson, Will Ferrell, Al Pacino, Michelle Obama to Taylor's all-time favorite, Michael Jordan...the list continues. Ryan is candid with Taylor on his most surprising AND disappointing celebrity guests, including never before shared inside scoop on why HE turned down an interview with the Kardashians. Ryan is open with Taylor about the loss of his mother to cancer and brother to suicide and how he has commemorated them through songwriting and causes he is passionate about. These two love to talk, especially with one another! Please enjoy, Ryan Chiaverini!