Kready was the standby for the leading role of Michael Dorsey in the Broadway musical comedy Tootsie,[4] a musical comedy based on the 1982 film of the same name. The musical has music and lyrics by David Yazbek with the book by Robert Horn, choreography by Denis Jones, scenic design by David Rockwell, costumes by William Ivey Long, lighting by Donald Holder and direction by Scott Ellis.[5]Santino Fontana stars as Michael Dorsey,[6] with Lilli Cooper as Julie Nichols, Sarah Stiles as Sandy Lester, John Behlmann as Max Van Horn, Andy Grotelueschen as Jeff Slater, Julie Halston as Rita Mallory, Michael McGrath as Stan Fields and Reg Rogers as Ron Carlisle.[7]
The Broadway production began previews on March 29, 2019, at the Marquis Theatre and opened on April 23, 2019.[8]
Prior to that Kready starred in the lead role of Monty Navarro [9] in the Tony Award winning A Gentleman's Guide to Love and Murder. He had been a member of the Original Broadway Company since November 2013.[10] The production received nine Tony Award nominations, winning four - including Best Musical, and stars Jefferson Mays. Before taking over the leading role from Bryce Pinkham he appeared in the roles of Tom Copley, Newsboy, Actor and Guard.
Kready was in the original Broadway company of Billy Elliot The Musical,[11] directed by Stephen Daldry and choreographed by Peter Darling. The Broadway production opened at the Imperial Theatre on 1 October 2008 in previews and officially on 13 November 2008. The production received fifteen Tony Award nominations, winning ten. Kready took over the lead role of Tony (Billy's Brother) Summer 2010 Through 29 August 2010. Kready then left the show to originate the role of Tony on the second National Tour beginning November 2010.[12]
Kready was in the cast of the third Broadway revival of Company. He filled in for Christopher Fitzgerald in the role of David and understudied the roles Jamie, Paul, Harry, Peter, Andy, and Theo.[4] He also was in the ensemble of the New York City Center 2023 revival of Oliver!. Later that year, he starred as Sky Masterson in Guys and Dolls at the Benedum Center.
Kready is a 2000 graduate of Washburn Rural High School. In 2004, he earned a Bachelor of Arts degree in Voice Performance and Vocal Music Education from Washburn University.[29] and has also studied religious studies at Central Baptist Theological Seminary.