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 Wanda Sykes as Senator Rosalyn DuPeche Haley Joel Osment as Shelby Mellman Bjorn Dupaty as Hakeem Agabi Cynthia Nixon as Senator Carly Armiston Matthew Humphreys as Colonel Leland Grimmel Ted King as Al Hickok Tony Plana as Benito "Benny" Lopez Amy Hohn as Tess Lee Wilkof as Shelly Watt Todd Susman as Saul Watt Marnie Schulenburg as Crystal James Caulfield as Lloyd Michael Strahan as Himself Kelly Ripa as Herself Pico Alexander as Reuben Mika Brzezinski as Herself 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