• Guest Starring: Julius Carry (Glenn Rudd), Tom Wilson (Coach)
• Co-Starring: Davida Williams (Suzie), Melinda Sward (Holly Kent), Leslie Stevens (Cheryl), David Earnest (Pat at 34), Corie Henninger (Teacher), Travis Perkins (Shawn)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Rick Wiener & Kenny Schwartz
• Directed By: Lev L. Spiro

• Guest Starring: Melinda Sward (Holly Kent), Tom Wilson (Coach), Sam Horrigan (Judd Chulak)
• Co-Starring: Erica Hubbard (Student Body President), Owen Williams (Student), Neecole Cockerham (Usher), Charlie Brewer (Darth Vader)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Rick Wiener
• Directed By: Lev L. Spiro

• Guest Starring: Patrick Breen (Mr. Jenkins)
• And: Julius Carry (Glenn Rudd)
• Co-Starring: Jeremy Guskin (Assistant Manager), Judith Drake (Mrs. Hutchinson), Yvette Nicole Brown (Woman), Jimm Giannini (Pizza Delivery Guy), Clement E. Blake (Mr. Maloney), Jessica Grossman (Girl on Phone)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Alan R. Cohen & Alan Freedland
• Directed By: Michael Lange

• Guest Starring: Ken Marino (Reuben)
• And: Julius Carry (Principal Rudd)
• Co-Starring: Wayne Carisi (Bartender)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Marsha Myers
• Directed By: Michael Lange

• Guest Starring: Melinda Sward (Holly Kent), Jason Kravits (Dr. Nachman), Tom Wilson (Coach Dorsey), Spencer Garrett (Mike Kujakowski), Jack Wallace (Grandpa)
• Co-Starring: Brendan Walsh (Larry Nachman), Shad Hart (Young Greg Maddux), Mehcad Brooks (Shawn Hodges)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Alan R. Cohen & Alan Freedland
• Directed By: Lev L. Spiro

• Guest Starring: Lukas Behnken (Brian Reef), Ana Ortiz (Mrs. Rice)
• Co-Starring: Mike Erwin (Rob), Melinda Sward (Holly Kent), James Leo Ryan (Ticket Scalper), Judith Drake (Mrs. Hutchinson), Wesley Thompson (Mr. Baker)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Kenny Schwartz
• Directed By: Lev L. Spiro

• Guest Starring: Melinda Ward (Holly Kent), Erin Mackey (Bonnie)
• Co-Starring: Alex Morris (Police Officer), Josh Henderson (Jake), Jordan Masterson (Chris Landy), Bryan Fisher (Indiana Jones), Joshua Swanson (Dirtbag), Darian Bryant (Pirate), Glen Curtis (Scott Sampson)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Casey Johnson & David E. Windsor
• Directed By: Bryan Gordon

• Guest Starring: Maury Sterling (Mr. Adams), Robert Torti (Bobby Kindler)
• Co-Starring: Bethany Adams (Cute Girl #1), Shawna Rodgers (Cute Girl #2)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Josh Bycel & Jonathan Fener
• Directed By: Lev L. Spiro

• Guest Starring: Stephen Tobolowsky (Mr. Meyers), Jason Kravits (Dr. Nachman), Taran Killam (Dave), Bobby Edner (Larry Nachman)
• Co-Starring: Kelsey Mulrooney (Kimberly)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Casey Johnson & David E. Windsor
• Directed By: Shawn Levy

• Guest Starring: Jennifer Coolidge (Gwen Brody), Michael Adler (Therapist)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Rick Wiener & Kenny Schwartz
• Directed By: Allison Liddi-Brown

• Special Guest Star: Ben Stein (Teacher)
• And: Julius Carry (Glenn Rudd)
• Co-Starring: Hamilton Mitchell (Club Manager), Jimm Giannini (Rudd's Friend), Greg Cromer (Maitre D'), John Balma (Waiter)
• Uncredited: Tom Everett Scott (Voice of Adult Joel)
• Written By: Marsha Myers
• Directed By: Neal Israel

• Guest Starring: Heather Stephens (Abby Suffin)
• Co-Starring: Chris Hatfield (Voice of Adult Joel), Jason Christopher (Brett), Anoush NeVart (Malena)
• Written By: Josh Bycel & Jonathan Fener
• Directed By: Michael Engler

• Guest Starring: Aaron Himelstein (Andrew Wages), Jason Kravits (Dr. Nachman), Wendle Josepher (Mrs. Taylor), Barry Livingston (Judge)
• Co-Starring: Chris Hatfield (Voice of Adult Joel), Kip Martin (Letterman), David Lindsay (Nerdy Friend), Derek Lee Nixon (Handsome Guy)
• Teleplay By: Alan R. Cohen & Alan Freedland
• Story By: Rick Wiener & Kenny Schwartz
• Directed By: Michael Lange

• Guest Starring: Melinda Sward (Holly Kent), Nicholas D'Agosto (Todd York), Tom Wilson (Coach Dorsey)
• And: Erik von Detten (Gary Ross)
• Co-Starring: Chris Hatfield (Voice of Adult Joel), Kate Fountain (Stacey Whitlock)
• Written By: Rick Wiener & Kenny Schwartz
• Directed By: Michael Spiller

• Guest Starring: Tom Wilson (Coach Dorsey), Andrea Walters (Miss Swanson)
• Co-Starring: Chris Hatfield (Voice of Adult Joel), Brian Chenoweth (Loan Officer), Kenneth Schmidt (A/V Guy)
• Written By: Casey Johnson & David E. Windsor
• Directed By: Lev L. Spiro