Guest Stars Jadin Gould as Young Lindsay Monroe James Read as Robert Monroe Michael Welch as Billy Wharton Mark Moses as Blake Connors Bobby Hosea as Principal Hal Kinney Abby Walker as Melanie Rogers John Bain as Luke Stevenson Gareth Williams as Frank Stevenson Co Starring Emily Robinson as Caroline Jay Renshaw as Jesse Crawford Mandalynn Carlson as Kelly Dupars Olivia Stuck as Lucy Jason Dibler as Daniel Katums