Guest Stars Julie White as Maddie Biggs Alicia Sable as Tammy Stackhouse Brooke Bloom as Julie Carrell Ben Rameaka as James Whippy Kobi Libii as Aaron Stimson Haley Joel Osment as Shelby Mellman Wanda Sykes as Senator Rosalyn DuPeche Bjorn Dupaty as Hakeem Agabi Cynthia Nixon as Senator Carly Armiston Matthew Humphreys as Colonel Leland Grimmel Tony Plana as Benito "Benny" Lopez Ted King as Al Hickok Todd Susman as Saul Watt Amy Hohn as Tess Lee Wilkof as Shelly Watt Marnie Schulenburg as Crystal James Caulfield as Lloyd Kelly Ripa as Herself Mika Brzezinski as Herself Michael Strahan as Himself Pico Alexander as Reuben Joe Scarborough as Himself Bret Lada as Sgt. Mel Axelrod Joseph Caniano as Tommy Simon Feil as Bob Jenn Harris as Maggie Eli James as Josh Steinberg Ilana Becker as Candice