Tom Brady Self - Roastee Kevin Hart Self - Host Jeff Ross Self Nikki Glaser Self Bert Kreischer Self Tom Segura Self Andrew Schulz Self Tony Hinchcliffe Self Sam Jay Self Rob Gronkowski Self Randy Moss Self Julian Edelman Self Bill Belichick Self Ben Affleck Self Shane Gillis Self Chelsea Handler Self Kim Kardashian Self Dana White Self Robert Kraft Self Matt Damon Voice Danny Amendola Self Will Ferrell Ron Burgundy Sean O'Malley Self Max Holloway Self Marco Andretti Self Peyton Manning Self Willie McGinest Self Rich Eisen