List of Pepper Ann episodes

Pepper Ann is an American animated television series produced by Walt Disney Television Animation.

Series overview

Season		Episodes	Originally aired
			First aired	Last aired	Network
	1	13	September 13, 1997 (1997-09-13)	January 24, 1998 (1998-01-24)	ABC (Disney's One Saturday Morning)
	2	13	September 12, 1998 (1998-09-12)	January 16, 1999 (1999-01-16)
	3	8	September 11, 1999 (1999-09-11)	January 22, 2000 (2000-01-22)
	4	18	February 6, 2000 (2000-02-06)	February 27, 2000 (2000-02-27)	UPN (Disney's One Too)
	5	13	September 9, 2000 (2000-09-09)	November 18, 2000 (2000-11-18)	ABC (Disney's One Saturday Morning) UPN (Disney's One Too)

Episodes

Season 1 (1997–98)

Note: All episodes in this season were directed by Sherie Pollack.

No. overall	No. in season	Title	Written by	Storyboard by	Original air date
1	1	"Ziterella"	Mirith J. Colao	Perry Kiefer and Chuck Klein	September 13, 1997 (1997-09-13)
On the week of yearbook photo day, seventh grader Pepper Ann Pearson gets her first pimple and must choose between her looks and her dignity when her mother tells her to go to Abe's Mall (referred to as the "Abys-Mal") to buy pimple cream. Meanwhile, Hazelnut Middle School principal Mr. Hickey tries to find a replacement photographer after the current one gets conjunctivitis from infected nerd, Pinkeye Pete.
2	2	"Romeo and Juliet"	Matthew Negrete and Nahnatchka Khan	Suraiya Daud and Fred Gonzales	September 20, 1997 (1997-09-20)
		"Food Barn"	Laura McCreary	Perry Kiefer
"Romeo and Juliet": The school's drama club is producing the play "Romeo and Juliet". At first Pepper Ann thinks it's the lamest thing ever, but when she finds out that Craig Bean (an eighth grader with whom she is infatuated) is playing Romeo, she goes after the role as Juliet, but ends up playing Juliet's nurse. "Food Barn": Milo and Pepper Ann are assigned to work at a Costco-esque supermarket called Food Barn as part of their economics class, where Milo is favored over Pepper Ann by their boss.
3	3	"Old Best Friend"	Mirith J. Colao	Shawna Cha	September 27, 1997 (1997-09-27)
		"Crunch Pod"	David Hemingson	Wendy Grieb
"Old Best Friend": Pepper Ann's old best friend Brenda visits, but P.A. realizes that her old best friend is very annoying and possessive. "Crunch Pod": When Pepper Ann inadvertently beats Milo's high score on a video game, Milo gets jealous and challenges Pepper Ann to a rematch.
4	4	"Psychic Moose"	Laura McCreary	Suraiya Daud	October 4, 1997 (1997-10-04)
		"Doll and Chain"	Mirith J. Colao	Wendy Grieb
"Psychic Moose": Pepper Ann starts spending time with her sister Moose when she thinks Moose is clairvoyant. "Doll and Chain": Pepper Ann learns a lesson in responsibility when she's assigned to care for a plastic baby doll as part of a school project.
5	5	"Megablades of Grass"	Scott M. Gimple	Lyndon Ruddy	October 11, 1997 (1997-10-11)
		"Family Vacation"	David Hemingson	Fred Gonzales
"Megablades of Grass": Pepper Ann must earn her own money for a new pair of rollerblades, but finds work too tedious, so she exploits Milo's talent for creating freshly mown art for cash. "'Family Vacation"': The Pearson family takes a vacation, but between the lame car drive and Moose's neurotic friend, Crash, Pepper Ann wishes she could go on her own vacation.
6	6	"The Big Pencil"	Mirith J. Colao, David Hemingson, Nahnatchka Khan and Sue Rose	Bob Logan	October 18, 1997 (1997-10-18)
		"Sani-Paper"	David Hemingson	Shawna Cha and Perry Kiefer
"The Big Pencil": Pepper Ann vows to beat perennial Science Fair rival, Alice Kane, once and for all. "Sani-Paper": On a field trip to a toilet cover factory, Pepper Ann and Milo (who's extremely thirsty) go undercover when Pepper Ann suspects the company of being corrupt.
7	7	"Uniform Uniformity"	Laura McCreary	Suraiya Daud	October 25, 1997 (1997-10-25)
		"Snot Your Mother's Music"	Roger Reitzel	Gilbert Weems Jr.
"Uniform Uniformity": Hazelnut Middle School enforces a uniforms-only dress code, and Pepper Ann's mom is hired to design them, which doesn't sit well with Pepper Ann, but sits well with everyone else. "Snot Your Mother's Music": Pepper Ann is shocked to discover that Mick Snot, her favorite rock star, is friends with her mother -- and more shocked when Mick Snot comes to stay at the Pearsons and is a different man when he's not onstage.
8	8	"The Environ-Mentals"	Matthew Negrete and Nahnatchka Khan	Perry Kiefer, Chuck Klein and Lyndon Ruddy	November 8, 1997 (1997-11-08)
Pepper Ann tries to make the 'Clean Up Lupkin Park' talent show the coolest event of the year, while trying to hide an embarrassing family tradition. Meanwhile, Milo's art gets him beat up, criticized, and chased down by everyone in town, and Lydia imposes on her younger sister, Janey's, plans to make "Clean Up Lupkin Park" the best it's ever been.
9	9	"Crush and Burn"	Mirith J. Colao	Fred Gonzales	November 15, 1997 (1997-11-15)
		"Soccer Season"	David Hemingson	Wendy Grieb
"Crush and Burn": Pepper Ann lies to Milo's insane crush, Gwen Mezzrow, about being his girlfriend -- which turns into a tangled web of deceit involving everyone in school. "Soccer Season": Pepper Ann lets fame go to her head when she becomes the star player in the school soccer team.
10	10	"Thanksgiving Dad"	Matthew Negrete and Nahnatchka Khan	Perry Kiefer and Chuck Klein	November 22, 1997 (1997-11-22)
Lydia and Janie make every effort to make their Thanksgiving dinner a success, while Pepper Ann thinks her divorced father, Chuck, will come to visit instead of calling like he usually does.
11	11	"Sketch 22"	Laura McCreary	Suraiya Daud	January 10, 1998 (1998-01-10)
		"Manly Milo"		Perry Kiefer
"Sketch 22": Pepper Ann is mistaken for an eighth grader by a band of cool eighth grade girls. "Manly Milo": A distressed Milo turns to Pepper Ann for help in becoming more manly after realizing that spending time with girls has made him a laughingstock among his male peers.
12	12	"Have You Ever Been Unsupervised?"	Matthew Negrete and Nahnatchka Khan	Fred Gonzales and Lyndon Ruddy	January 17, 1998 (1998-01-17)
		"The Unusual Suspects"	Mirith J. Colao	Wendy Grieb
"Have You Ever Been Unsupervised?": Pepper Ann freaks out when she's invited to Dieter's unsupervised 13th birthday party and Dieter plans to play Spin the Bottle. "The Unusual Suspects": In this parody of hardboiled detective stories and the film The Usual Suspects, the Hazelnut Middle School Otter Statue is stolen, and Principal Hickey calls up Pepper Ann and four suspects to find out the truth.
13	13	"Nicky Gone Bad"	Mirith J. Colao	Wendy Grieb	January 24, 1998 (1998-01-24)
		"In Support Of"	Matthew Negrete and Nahnatchka Khan	Chuck Klein and Gilbert Weems Jr.
"Nicky Gone Bad": Fed up with her friends taking her for granted and being seen as a goody-goody, Nicky becomes a bad girl known as Nické, but Pepper Ann worries that Nicky's new attitude will lead to a life of ruin. "In Support Of": When Coach Doogan announces that the next gym class will focus on the trampoline and that the girls need a support, Pepper Ann takes it as a sign that she needs a bra (despite looking flat-chested) and must endure a humiliating day of bra-shopping with her mom and sister. Note: This episode rarely aired when the show went into syndication on the Disney Channel and Toon Disney because of "In Support Of"'s suggestive humor. The episode is currently available on Disney+.

Season 2 (1998–99)

Note: Starting with this season, all episodes were directed by Brad Goodchild.

No. overall	No. in season	Title	Written by	Storyboard by	Original air date
14	1	"Quiz Bowl"	Laura McCreary	Stephanie Gladden and Perry Kiefer	September 12, 1998 (1998-09-12)
		"License to Drive"	Matthew Negrete and Nahnatchka Khan	Elaine Hultgren and Fred Gonzales
"'Quiz Bowl"': Pepper Ann is chosen to be an alternate for the school's Quiz Bowl team, and sees it as a chance to goof off and travel for free, but when Nicky falls ill due to stage fright, Pepper Ann must cram to lead the school to victory. "'License to Drive"': Pepper Ann kisses up to her slacker cousin Ned who may be getting a "set of wheels" for his 16th birthday so Pepper Ann can get street cred for being driven to school by a high schooler.
15	2	"Cocoon Gables"	Matthew Negrete and Nahnatchka Khan	Lyndon Ruddy	September 19, 1998 (1998-09-19)
		"Green-Eyed Monster"	Madellaine Paxson	Gilbert Weems Jr.
"'Cocoon Gables"': Pepper Ann is assigned to volunteer at Cocoon Gables, a retirement home, and learns a lesson in age discrimination and respecting one's elders. "Green-Eyed Monster": Pepper Ann becomes jealous when her chance at being the most popular girl in school is usurped by a new girl named Amber O'Malley. Meanwhile, Principal Hickey investigates a string of locker thefts.
16	3	"Hazelnut's Finest"	Sean Whalen	Fred Gonzales	September 26, 1998 (1998-09-26)
		"Cat Scan"	Mirith J. Colao and Laura McCreary	Wendy Grieb
"'Hazelnut's Finest"': Pepper Ann is assigned to document her Uncle Jojo's day of working as a cop, but becomes disillusioned that it's not as gritty and exciting as she thinks. "'Cat Scan"': Just when Pepper Ann finally gets around to renewing her pet cat, Steve's, license, he runs off and becomes a mascot for a local lottery show.
17	4	"An OtterBiography"	Scott M. Gimple	Jim Caswell	October 3, 1998 (1998-10-03)
		"GreenSleeves"	Matthew Negrete and Nahnatchka Khan	Wendy Grieb
"'An OtterBiography"': Pepper Ann is chosen as the newest wearer of the Shania the Otter mascot costume, which is embarrassing at first, but finds that she can talk to her crush Craig when she's dressed as Shania. "'GreenSleeves"': Pepper Ann wants to become a piano virtuoso, but her skills are terrible, so she uses a light-up keyboard to pretend to be talented.
18	5	"Vanessa Less Tessa"	Laura McCreary	Lyndon Ruddy	October 10, 1998 (1998-10-10)
		"Peer Counsellor P.A."	Madellaine Paxson	Gilbert Weems Jr.
"Vanessa Less Tessa": Pepper Ann uses what she learned from her favorite sitcom Crazy Twin Shenanigans to get Vanessa to reconcile with her sister, Tessa. "Peer Counsellor P.A.": Pepper Ann's short attention span gets her in trouble when she signs up for peer counseling under the assumption that it's a vacation to a pier-side carnival.
19	6	"A 'Tween Halloween"	Scott M. Gimple	Fred Gonzales	October 31, 1998 (1998-10-31)
		"Mash into Me"	Matthew Negrete and Nahnatchaka Khan	Lyndon Ruddy and Llyn Hunter
"'A 'Tween Halloween"': Pepper Ann becomes ashamed of trick-or-treating as a preteen after being told by a little kid that she's too old to do it. "'Mash into Me"': Moose's friend, Crash, begins harassing Pepper Ann after he finds out that she looks just like his favorite superheroine.
20	7	"Presenting Stewart Walldinger"	Laura McCreary	Fred Gonzales	November 14, 1998 (1998-11-14)
		"P.A.'s Life in a Nutshell"	Scott M. Gimple	Gilbert Weems Jr.
"'Presenting Stewart Walldinger"': Pepper Ann adamantly objects to Nicky bringing Stewart as her date to Sketch's party because she thinks he's a big nerd. "'P.A.'s Life in a Nutshell"': Pepper Ann sneaks out to attend the Springtime Late Night Flashback Bash after Lydia prohibits her to go -- and things get worse when Pepper Ann writes about the experience in a zine run by Milo and Stewart.
21	8	"Like Riding a Bike"	Matthew Negrete and Nahnatchka Khan	Elaine Hultgren and Robert Souza	November 28, 1998 (1998-11-28)
Half-hour episode. Pepper Ann is horrified when Lydia befriends Mr. Carter (the science teacher who always gives Pepper Ann detention in the opening sequence of the show) and fears that the friendship will turn into romance. Meanwhile, Nicky has cold feet about being Stewart Walldinger's girlfriend, and Milo deals with his on-again, off-again crush on Gwen Mezzrow, who also oscillates between loving him and hating him.
22	9	"Radio Freak Hazelnut"	Scott M. Gimple	John Nevarez	December 5, 1998 (1998-12-05)
		"Framed"	Eve Ahlert and Dennis Drake	Gilbert Weems Jr. and Fred Gonzales
"'Radio Freak Hazelnut"': Pepper Ann stumbles upon a pirate radio show run by a student named Wayne MacCabre, who trashes everything Pepper Ann loves. "'Framed"': Pepper Ann is accused of spraypainting the word "Hare" on every building in the town.
23	10	"Portrait of the Artist as a Young Milo"	Matthew Negrete and Nahnatchka Khan	Fred Gonzales and Elaine Hultgren	December 12, 1998 (1998-12-12)
		"The Sisterhood"	Laura McCreary	John Nevarez
"'Portrait of the Artist as a Young Milo"': For the first time in his life, Milo suffers a mental block when he tries to come up with an entry for the Dental Hygienapalooza Poster Contest. "'The Sisterhood"': Lydia and Janie drag a reluctant Pepper Ann to a women's retreat called "Adamant Eve," where women celebrate and discuss their place in society and history.
24	11	"Impractical Jokes"	Mo Rocca	Wendy Grieb	December 26, 1998 (1998-12-26)
		"Cold Feet"	Laura McCreary	Lyndon Ruddy
"'Impractical Jokes"': Pepper Ann, Milo and Nicky compete in a practical joke-off, but Pepper Ann turns the simple joke-off into an all-out war. "'Cold Feet"': During Grandpa Leo and Grandma Lillian's 50th anniversary vow renewal, Grandma Lillian tells Pepper Ann the story of how she was once a promising actress who gave up a chance at the big time to marry Leo (who was fighting in World War II at the time), almost got on the plane that killed Richie Valens, Buddy Holly, and The Big Bopper, and worked the pageant circuit in order to help Lydia pay for their house.
25	12	"Doppelganger Didi"	David Hemingson	Elaine Hultgren	January 9, 1999 (1999-01-09)
		"Pepper Ann's Day Off-Kilter"	Scott M. Gimple	Gilbert Weems Jr.
"'Doppelganger Didi"': Pepper Ann freaks out when she sees a private schoolgirl who looks exactly like her. "'Pepper Ann's Day Off-Kilter"': Fed up with having no sick days, Pepper Ann fakes sick, and finds that life at home is boring.
26	13	"A No Hair Day"	Laura McCreary	Fred Gonzales	January 16, 1999 (1999-01-16)
		"That's My Dad"	Matthew Negrete and Nahnatchka Khan	Wendy Grieb
"'A No Hair Day"': When Craig shaves his head to be more aerodynamic for the swim team, Pepper Ann worries about whether or not she's shallow, as she's shocked to find that Craig doesn't look right bald. Meanwhile, Alice Kane is paired up with Pink-Eye Pete for a science project and forces him to treat his infected eyeball. "'That's My Dad"': Pepper Ann tries to learn everything about her father, Chuck, in time for a father/daughter game show.

Season 3 (1999–2000)

No. overall	No. in season	Title	Directed by	Written by	Storyboard by	Original air date
27	1	"You Oughta Be in Musicals!"	Brad Goodchild	Laura McCreary	Wendy Grieb and Lyndon Ruddy	September 11, 1999 (1999-09-11)
Half-hour episode. Pepper Ann auditions for a school musical in order to put some excitement in her life, but an accident knocks her unconscious and sends her to a world where every day is a musical.
28	2	"Dances with Ignorance"	Brad Goodchild	Eddie Guzelian	Gilbert Weems Jr.	September 18, 1999 (1999-09-18)
		"Girl Power"		Madellaine Paxson	Lyndon Ruddy
"'Dances with Ignorance"': While researching her family heritage, Pepper Ann finds out from her father that she's 1/16 Navajo Indian, but Pepper Ann's stereotypical views of American Indian culture cause her to offend the Navajo family she invited to dinner. "'Girl Power"': Moose's favorite comic book Tundra Woman gets adapted into a Saturday morning cartoon, but when Tundra Woman is turned into a shallow, shopaholic girly-girl, Moose, Janie and Lydia protest.
29	3	"Beyond Good and Evel"	Brad Goodchild	Scott M. Gimple	Jim Caswell	September 25, 1999 (1999-09-25)
		"One of the Guys"		Madellaine Paxson	Elaine Hultgren
"'Beyond Good and Evel"': Moose starts a petition to have Evel Knievel's likeness turned into a statue for Lupkin Park, despite being turned down and ridiculed. "'One of the Guys"': Pepper Ann worries over her femininity when she's chosen to be the football team's newest placekicker and the other guys on the team love her for being rough-and-tumble.
30	4	"The Wash-Out"	Brad Goodchild	Laura McCreary	John Nevarez	November 6, 1999 (1999-11-06)
		"Def Comedy Mom"		Sean Whalen	Jim Caswell
"'The Wash-Out"': When Gwen Mezzrow leaves school crying after the nurse talks to her in the hallway, Pepper Ann accidentally starts a rumor that Gwen was sent home for having head lice. "'Def Comedy Mom"': Lydia's witty remarks at a PTA meeting prompts her to try her hand at being a stand-up comic, but Pepper Ann is afraid Lydia will use her most embarrassing moments as comedic fodder.
31	5	"The First Date Club"	Brad Goodchild	Matthew Negrete	John Nevarez	November 13, 1999 (1999-11-13)
		"Unicycle of Life"		Mo Rocca	Gilbert Weems Jr.
"'The First Date Club"': Pepper Ann starts to worry that a night out with Craig may be her first date with him. "'Unicycle of Life"': Pepper Ann puts Milo through hell attempting to stop a rumor that she and Milo are dating.
32	6	"A Kosher Christmas"	Brad Goodchild	Madellaine Paxson	Fred Gonzales, Wendy Grieb, and Lyndon Ruddy	December 18, 1999 (1999-12-18)
Half-hour episode. A holiday school assignment prompts Pepper Ann to decide whether she enjoys Christmas with her father or Hanukkah with her mother.
33	7	"Effie Shrugged"	Brad Goodchild	Scott M. Gimple	Gilbert Weems Jr.	January 15, 2000 (2000-01-15)
		"Mom Knows What P.A. Did Two Nights Ago"
"'Effie Shrugged"': Feeling neglected by Milo and Nicky, Pepper Ann befriends a gifted, overgrown elementary school student who can get P.A. anything she wants—through brute force. "'Mom Knows What P.A. Did Two Nights Ago"': Pepper Ann hides the fact that she saw an R-rated horror film from her mother, but the guilt and the scary scenes from the movie drive P.A. insane from lack of sleep.
34	8	"The Spanish Imposition"	Brad Goodchild	Mirith J.S. Colao	Lyndon Ruddy	January 22, 2000 (2000-01-22)
		"Single Unemployed Mother"			John Nevarez
"'The Spanish Imposition"': It's Elective Class Week, and Pepper Ann plans on picking Music Appreciation with Mrs. "Kick" Bach, as the class is little more than a free period with music, but when the coveted class fills up, Pepper Ann is forced to take a class that requires her to actually learn something: Spanish I. "'Single Unemployed Mother"': Pepper Ann's mother quits her job at the sarong store at the mall after putting up with her demanding boss—and finds that searching for work is tougher than she thought. Meanwhile, Pepper Ann does whatever she can to rake in extra money while her mom is job hunting.

Season 4 (2000)

No.	Title	Directed by	Written by	Storyboard by	Original air date
35	"Burn, Hazelnut, Burn"	Brad Goodchild	Madellaine Paxson	Stephanie Gladden	February 6, 2000 (2000-02-06)
	"Career Daze"		Matthew Negrete	Wendy Grieb
"'Burn, Hazelnut, Burn"': Cameron Landisberg, a Hollywood director known for his cheesy action movies, challenges Pepper Ann to make an action movie of her own after reading one of her disparaging reviews from the school newspaper, and Pepper Ann learns the trials and tribulations of filmmaking. "'Career Daze"': Thanks to a schoolwide aptitude test, Pepper Ann, Milo, and Nicky are assigned unlikely careers: Nicky spends a week with a butcher, Milo tries his hand at being a stockbroker, and Pepper Ann shadows Principal Hickey when her test results show that she'd make a great middle school principal.
36	"G.I. Janie"	Brad Goodchild	Eddie Guzelian	Ryan Anthony	February 7, 2000 (2000-02-07)
	"Miss Moose"		Scott M. Gimple	Gilbert Weems Jr.
"'G.I. Janie"': Aunt Janie buys a console and a collection of video games as research for an upcoming speech about video game violence, and soon becomes hooked. "'Miss Moose"': Pepper Ann tries to make her androgynous sister, Moose (born Margaret Rose Pearson), into the epitome of femininity after everyone mistakes Moose for a boy and Pepper Ann fears that Moose will get in trouble for using the wrong public restroom. "'NOTE"': This episode was rarely, if ever, shown in reruns on Toon Disney and the Disney Channel due to the references to video game violence in "G.I. Janie" and the themes of gender identity and sexism in "Miss Moose". Disney+, however, currently has the episode on their streaming service.
37	"Pepper Shaker"	Brad Goodchild	Mirith J.S. Colao	Fred Gonzales	February 8, 2000 (2000-02-08)
	"Flaw and Order"		Mo Rocca	Wendy Grieb
"'Pepper Shaker"': An earthquake in Hazelnut has Pepper Ann worried that her town isn't safe from natural disasters. "'Flaw and Order"': In a mock trial centered on the Boston Tea Party, Pepper Ann tries to breeze her way through the defense, but Cissy and Trinket's team have solid evidence and witnesses that show that, despite their noble protest against the King's unfair taxes, the Sons of Liberty are still liable for damages done to the tea thrown in the harbor.
38	"Baggy Bean Buddies"	Brad Goodchild	Laura McCreary	Elaine Hultgren	February 9, 2000 (2000-02-09)
	"The Beans of Wrath"		Madellaine Paxson
"'Baggy Bean Buddies"': During an addiction support group meeting, Pepper Ann tells the story of how she got hooked on collecting Beanie Baby-esque stuffed animals known as Baggie Bean Buddies. "'The Beans of Wrath"': Pepper Ann calls on Aunt Janey to help grow an organic garden for a school project.
39	"The Velvet Room"	Brad Goodchild	Madellaine Paxson	Fred Gonzales and Wendy Grieb	February 10, 2000 (2000-02-10)
Half-hour episode. Lydia decorates one room in her house into a "velvet room" (a room that's only used for special occasions), but when she overdoes it on redecorating the house, Pepper Ann runs away—and finds that her friends' parents have similar velvet rooms, from Milo's game room to Tessa and Vanessa's front lawn to a basketball court in Gwen Mezzrow's basement.
40	"One Angry Woman"	Brad Goodchild	Nahnatchka Khan	Lyndon Ruddy and Gilbert Weems Jr.	February 11, 2000 (2000-02-11)
Half-hour episode. Pepper Ann is forced to keep an orderly house when Lydia is called in for jury duty on a case involving a boy who allegedly spit at an ATM security camera.
41	"The Sellout"	Brad Goodchild	Mo Rocca	Wendy Grieb	February 13, 2000 (2000-02-13)
	"The Telltale Fuzzy"		Mirith J.S. Colao	Elaine Hultgren
"'The Sellout"': Nicky regrets giving her last ticket to an upcoming Flaming Snot concert to Pepper Ann, and the ensuing fight tears apart their friendship. "'The Telltale Fuzzy"': Pepper Ann finds a wad of money at the mall and blows it on a velvet painting of Fuzzy, but her conscience begins to bother her, as she feels she should have, at least, turned in the money to mall security or asked around to see if anyone lost it.
42	"A Valentine's Day Tune"	Brad Goodchild	Madellaine Paxson	Lyndon Ruddy and Jim Caswell	February 14, 2000 (2000-02-14)
Half-hour episode. In this Valentine's Day spin on A Christmas Carol, Pepper Ann is visited by the ghosts of her past, present and future to see why she hates Valentine's Day, what others think about her hatred of the holiday, and what will happen if she doesn't change her ways.
43	"Sammy's Song"	Brad Goodchild	Scott M. Gimple	Wendy Grieb	February 15, 2000 (2000-02-15)
	"Permanent Record"		Mirith J.S. Colao	John Nevarez
"'Sammy's Song"': Pepper Ann protests against a peanut butter company whose jars are dangerous to animals after a skunk gets its head stuck in one. "'Permanent Record"': Nicky is given a detention for the first time in her life (even though she got a detention before on "Tessa Less Vanessa") and plots to break into the school to have it removed from her permanent record.
44	"Live and Let Dye"	Brad Goodchild	Laura McCreary	Jim Caswell and Elaine Hultgren	February 16, 2000 (2000-02-16)
Half-hour episode. Pepper Ann dyes her hair in order to stand out from the middle school crowd, but can't handle being known as "the green-haired girl". Meanwhile, Lydia dates a handsome country line-dancing teacher who isn't who he seems, and Aunt Janey protests against plans to disrupt a family of whooping cranes making a nest on top of a streetlight.
45	"Remote Possibilities"	Brad Goodchild	Laura McCreary	Elaine Hultgren	February 17, 2000 (2000-02-17)
	"Considering Constance"		Scott M. Gimple	John Nevarez
"'Remote Possibilities"': Nicky and Stewart try each others' hobbies out to gain perspective on their relationship. "'Considering Constance"': A shy middle schooler named Constance turns to Pepper Ann to help her be more confident and charismatic.
46	"To Germany with Love"	Brad Goodchild	Matthew Negrete	Brad Goodchild and Gilbert Weems Jr.	February 18, 2000 (2000-02-18)
Half-hour episode. In this clip show episode, Dieter sends his father (who lives in Germany) a video letter about his time in Hazelnut (featuring clips from past episodes).
47	"Bye, Bye Trinket"	Brad Goodchild	Matthew Negrete	Wendy Grieb	February 20, 2000 (2000-02-20)
	"P.A.'s Pop Fly"		Scott M. Gimple	Elaine Hultgren and Robert Fuentes
"'Bye, Bye Trinket"': When Trinket announces that she's transferring to a boarding school, Cissy is crushed, everyone wishes Trinket best of luck, and Pepper Ann is apathetic since she and Trinket never got along. "'P.A.'s Pop Fly"': Pepper Ann catches a star baseball player's pop fly during a game and must choose to either sell it for big bucks or return it to the player, who wants it to commemorate the best moment of his life.
48	"My Mother, Myself"	Brad Goodchild	Mirith J.S. Colao	John Nevarez and Gilbert Weems Jr.	February 21, 2000 (2000-02-21)
Half-hour episode. In this homage to Freaky Friday, a comet passes over the Pearsons' house and Pepper Ann and Lydia are cursed to live in each other's shoes to see who has it tougher.
49	"The Amazing Becky Little"	Brad Goodchild	Laura McCreary	Jim Caswell and Lyndon Ruddy	February 22, 2000 (2000-02-22)
Half-hour episode. Nicky's sister Becky was, without a doubt, Hazelnut School's best student, and her visit to Hazelnut brings back feelings of inadequacy for Nicky.
50	"The Untitled Milo Kamalani Project"	Brad Goodchild	Scott M. Gimple	Wendy Grieb	February 23, 2000 (2000-02-23)
	"Guess Who's Coming to the Theater"		Laura McCreary	Gilbert Weems Jr.
"'The Untitled Milo Kamalani Project"': Milo enters an album cover contest with a slapdash, no-effort art piece—and ends up winning and becoming Hazelnut's premier outsider artist. "'Guess Who's Coming to the Theater"': Pepper Ann appears in a school production of "Guess Who's Coming to Dinner", and P.A. worries that her mom (who is dating the handsome country line-dancer Bernie) and her father (who now has a girlfriend) will embarrass her with their new dates.
51	"The Great Beyond"	Brad Goodchild	Eddie Guzelian	Elaine Hultgren	February 25, 2000 (2000-02-25)
	"Jaybirds of a Feather"		Mirith J.S. Colao	John Nevarez
"'The Great Beyond"': When Steve the cat is diagnosed with a pancreatic illness, Pepper Ann begins wondering about death and the afterlife. "'Jaybirds of a Feather"': Pepper Ann is excited when Moose joins the Junior Jaybird Girls because she was in the group once and is in the running to be Moose's sponsor—until P.A. discovers that she never got her last badge and must join the Junior Jaybirds in order to get it.
52	"The Way They Were"	Brad Goodchild	Matthew Negrete and Nahnatchka Khan	Jim Caswell, Lyndon Ruddy and Elaine Hultgren	February 27, 2000 (2000-02-27)
Half-hour episode. Milo, Nicky and Pepper Ann's latest argument causes the three to split up, while flashbacks show how the trio met up in the first place.

Season 5 (2000)

No.	Title	Directed by	Written by	Storyboard by	Original air date
53	"The One with Mr. Reason"	Brad Goodchild	Scott M. Gimple	Wendy Grieb	September 9, 2000 (2000-09-09)
	"Sense and Senselessness"		Madellaine Paxson	Elaine Hultgren
"'The One with Mr. Reason"': It's a new semester and Pepper Ann is assigned woodshop with Mr. Reason, a teacher who uses tough love to make his students excel, which Pepper Ann doesn't like. "'Sense and Senselessness"': Pepper Ann uses a relationship book to figure out which of her three admirers she wants to take to a party.
54	"Forging Ahead"	Brad Goodchild	Eddy Sato	Gilbert Weems Jr.	September 16, 2000 (2000-09-16)
	"Reality Bytes"		Allison Heartinger
"'Forging Ahead"': Sick of her mom doing what she thinks is best for her, Pepper Ann decides to get her ears pierced, but the piercing kiosk clerk doesn't pierce anyone under 18 without parental permission, so Pepper Ann decides to forge her mom's signature. "'Reality Bytes"': Pepper Ann ends up addicted to the Internet while researching for a school project.
55	"Carmello"	Brad Goodchild	Allison Heartinger	Fred Gonzales	September 23, 2000 (2000-09-23)
	"Strike it or Not"		Matthew Negrete
"'Carmello"': Pepper Ann is excited when her science class begins dissecting frogs, but the excitement wanes when Pepper Ann bonds with her frog, Carmello, before the assignment. "'Strike it or Not"': Hazelnut Middle School is shut down due to the teachers' strike, and Pepper Ann initially enjoys the time off from school -- until she learns that the school's budget cuts could affect the soccer team.
56	"Complementary Colors"	Brad Goodchild	Madellaine Paxson	Elaine Hultgren and Craig Kemplin	November 4, 2000 (2000-11-04)
Half-hour episode. Pepper Ann runs for student office against Alice Kane.
57	"The Merry Lives of Pepper Ann"	Brad Goodchild	Scott M. Gimple	Wendy Grieb and Gilbert Weems Jr.	November 5, 2000 (2000-11-05)
Half-hour episode. Sick of the grind of everyday preteen life, Pepper Ann gets involved in a medieval fair, where she pretends she's Lady Gwynne.
58	"A is for Average"	Brad Goodchild	Eddy Sato	Craig S. Kemplin	November 6, 2000 (2000-11-06)
	"Alice Kane Went Down to Calcutta"		Laura McCreary	Elaine Hultgren
"'A is for Average"': Pepper Ann takes a magazine quiz and is shocked to find that she's average. "'Alice Kane Went Down to Calcutta"': Alice Kane makes peace with Pepper Ann after Alice announces that her father is taking a new job in Calcutta, India, but Pepper Ann thinks the whole thing is a trap.
59	"Spice of Life"	Brad Goodchild	Madellaine Paxson	Craig S. Kemplin	November 12, 2000 (2000-11-12)
	"T.G.I.F."		Mirith J.S. Colao	Wendy Grieb
"'Spice of Life"': Pepper Ann deals with a mean old woman who doesn't like door-to-door salespeople, but when she dies (and Pepper Ann finds out that she's Vera the secretary's mother), Pepper Ann offers to speak at her funeral, but how can she eulogize someone she hates and barely knows? "'T.G.I.F."': In this parody of the Bill Murray comedy "Groundhog Day", Pepper Ann fakes sick to get out of taking a history test she didn't study for -- and finds herself living the same day over and over again until she can change history.
60	"Dear Debby"	Brad Goodchild	Emily Kapnek	John Nevarez	November 13, 2000 (2000-11-13)
	"Too Cool to be Mom"
"'Dear Debby"': Pepper Ann thinks her Aunt Janey is having marital problems after reading an advice column. "'Too Cool to be Mom"': Pepper Ann tries to make her mom cool after seeing Constance Goldman's mother.
61	"Moose in Love"	Brad Goodchild	Madellaine Paxson	John Nevarez	November 14, 2000 (2000-11-14)
	"Two's Company"		Mirith J.S. Colao	Elaine Hultgren
"'Moose in Love"': Moose is in love with a boy who turns out to be the son of Lydia and Janey's most hated enemy: lingerie store clerk, Margot LaSandre. "'Two's Company"': When Nicky and Milo break up from their respective partners (Stewart and Gwen), Pepper Ann suggests Milo and Nicky date each other to make each of their exes jealous.
62	"Zen and the Art of Milo"	Brad Goodchild	Scott M. Gimple and Laura McCreary	Elaine Hultgren and Gilbert Weems Jr.	November 15, 2000 (2000-11-15)
	"That's My Mama Destructo"			Wendy Grieb
"'Zen and the Art of Milo"': Milo transfers to a Shaolin Buddhist academy, which doesn't sit well with Pepper Ann. "'That's My Mama Destructo"': Pepper Ann wins the chance to have her favorite wrestler, Mama Destructo, teach seventh grade math for a week, which goes pear-shape when Mama Destructo turns out to be a lousy teacher.
63	"Unhappy Campers"	Brad Goodchild	Madellaine Paxson	Gilbert Weems Jr.	November 16, 2000 (2000-11-16)
	"Searching for Pepper Ann Pearson"		Mo Rocca	Wendy Grieb
"'Unhappy Campers"': Pepper Ann, Milo and Nicky are sent to a behavioral camp for wayward kids after a break-in plan goes awry. "'Searching for Pepper Ann Pearson"': Pepper Ann sneaks out of detention and heads to the park, where she wins her first game of chess ever against a seasoned master. NOTE: Guest star: Alex Trebek
64	"The Word"	Brad Goodchild	Mirith J.S. Colao	Elaine Hultgren	November 17, 2000 (2000-11-17)
	"The Perfect Couple"		Laura McCreary	Craig Kemplin
"'The Word"': Pepper Ann sees a bizarre word ("frasny") written on the bathroom wall and tries to make it trendy. "'The Perfect Couple"': Pepper Ann throws Nicky and Stewart a surprise party since she considers them to be "the perfect couple", but Nicky and Stewart fight constantly during the party and decide to break up.
65	"The Finale"	Brad Goodchild	Matthew Negrete	Fred Gonzales and John Nevarez	November 18, 2000 (2000-11-18)
Half-hour series finale. Fifteen years into the future, Pepper Ann (now a 27-year-old educational toy maker) is invited to her reunion, where she must stop them from digging up a time capsule, which contains an embarrassing letter she wrote when she was 12. NOTE: Guest voices: Mark Hamill and Alex Trebek