Miley Cyrus Miley Stewart, Hannah Montana Actor Billy Ray Cyrus Robbie Stewart Actor Emily Osment Lilly Truscott Actor Jason Earles Jackson Stewart Actor Mitchel Musso Oliver Oken Actor Frances Callier Roxy Roker Guest Star Matt Prokop Troy McCann Guest Star Kaitlyn Martin Jeanie Guest Star Jaelin Palmer The Cracker; Henrietta Laverne Guest Star Kenneth Mars Gunther Guest Star Dennis Singletary Principal Marsh Guest Star Jack G. Taylor II Dandruff Danny Guest Star Michael Poryes Executive Producer Steve Peterman Executive Producer Douglas Lieblein Writer Heather Wordham Writer Roger S. Christiansen Director