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Nasty Jack is the main antagonist of the The New Adventures of Winnie the Pooh episode, "Paw and Order".

Background

Nasty Jack, the meanest horse thief, is the leader of a vicious group of horse thieves (i.e. horses who steal things). According to one song line from the episode, Jack is a thoroughbred and cannot be outrun. He considers himself to be the "nastiest horse thief." Part of what makes Jack so feared and cruel is what he does to sheriffs, whom he shows great hatred toward. Using his strength, he "trounces" the sheriff, meaning that he takes them, puts them in a bag, and simply drops them. When Piglet reluctantly and unexpectedly becomes the new sheriff of the town, he becomes Jack's newest target.

Role in the series

The episode's framing device focuses on a play being performed by Winnie the Pooh and friends, which is titled "The Legend of Sheriff Piglet." Jack features as the main villain in the play. He and his gang come to the town of Rickety Gulch to terrorize the town, where they reside in a saloon.

When Piglet reluctantly and unexpectedly becomes the new sheriff of the town (as Piglet now possesses the sheriff badge), Jack makes plans to "trounce" Piglet. The group is able to escape into the sheriff's office. Jack later intimidates Rabbit into serving his gang banana splits. Rabbit does a poor job of making the splits and is tormented by Jack for it. Tigger attempts a rescue, but Jack just laughs as Tigger gets tangled up in his own lasso. Jack prepares to trounce Piglet but is confronted by the Masked Bear (Pooh's alter ego). The two engage in a duel using ice cream scoops (and containers of ice cream) as weapons. Jack corners the Masked Bear, but a stray scoop of ice cream results in the head horse thief being sent flying into a water trough.

Later, Jack sets a trap for the Masked Bear and captures him and Eeyore his faithful steed). He then challenges Piglet to a showdown. Piglet is able to gather the courage to face Jack; however, in a twist of fate, his badge falls off. As Piglet is no longer Sheriff, Jack can no longer trounce him. At Piglet's suggestion, Jack decides to become good, and becomes Sheriff himself, stating that he always wanted to be Sheriff. At the sight of this, the rest of the horse gang flee town after their once-villainous leader promises to clean up the town. Jack's final appearance is at the ceremony where Piglet is honored as a hero.

Trivia

  • It is possible that the reason Nasty Jack hates sheriffs and became a horse thief in the first place was because he either never had the chance of becoming Sheriff himself, or nobody ever made him Sheriff at all until his run-in with Piglet, since he stated that he "always wanted to be Sheriff," thus reforming.

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Media
Films: Winnie the Pooh and the Honey Tree (Video) • Winnie the Pooh and the Blustery Day (Video) • Winnie the Pooh and Tigger Too (Video) • The Many Adventures of Winnie the Pooh (Video) • Winnie the Pooh and a Day for Eeyore (Video) • Pooh's Great School Bus AdventurePooh's Grand Adventure: The Search for Christopher Robin (Video) • Winnie the Pooh: Seasons of Giving (Video) • The Tigger Movie (Video) • The Book of Pooh: Stories from the HeartPiglet's Big Movie (Video) • Winnie the Pooh: Springtime with Roo (Video) • Pooh's Heffalump Movie (Video) • Pooh's Heffalump Halloween Movie (Video) • Super Sleuth Christmas MovieTigger & Pooh and a Musical TooSuper Duper Super SleuthsWinnie the Pooh (Video) • Christopher Robin (Video)

TV Shows: Welcome to Pooh CornerThe New Adventures of Winnie the Pooh (Video) • The Book of PoohMy Friends Tigger & Pooh
Video Games: Winnie the Pooh in the Hundred Acre WoodTigger's Honey HuntPiglet's Big GameWinnie the Pooh's Rumbly Tumbly AdventurePooh's Party Game: In Search of the TreasureKinect Disneyland AdventuresKingdom HeartsKingdom Hearts Birth by SleepKingdom Hearts: Chain of MemoriesKingdome Hearts IIWinnie the Pooh: Adventures of the Hundred Acre WoodAnimated Storybook: Winnie the Pooh and the Honey TreeAnimated Storybook: Winnie the Pooh and Tigger TooKingdom Hearts IIIDisney Emoji BlitzDisney Heroes: Battle ModeDisney POP TOWN

Disney Parks
Fantasy GardensGarden of Twelve FriendsHunny Pot SpinPooh's Hunny HuntPooh's Playful SpotThe Magic of Disney AnimationThe Many Adventures of Winnie the Pooh

Entertainment: "A Whole New World" A Magical Disney SongbookFantasy FestivalIt's Party Time... with Mickey and FriendsMickey's Magical Music WorldMickey presents: “Happy Anniversary Disneyland Paris”Once Upon a MouseWinnie the Pooh and Friends, too!
Restaurants: Crystal Palace
Shops: Pooh Corner
Parade: Celebrate A Dream Come True ParadeDisney's FantillusionDisney's Magical Moments ParadeDisney's Party ExpressDisney Carnivale ParadeDisney Magic on ParadeDisney on Parade: 100 Years of MagicDisney Stars on ParadeDreaming Up!Flights of Fantasy ParadeHappiness is Here ParadeJubilation!Mickey's Rainy Day ExpressMickey's Storybook ExpressMain Street Electrical Parade
Firework: Cherish the MemoriesDisneyland ForeverOnce Upon a TimeRemember... Dreams Come True
Spring: Disney Color-Fest: A Street Party!Disney's Easter WonderlandDisney's Spring PromenadeUsatama on the Run!
Summer: Mickey's WaterWorks
Halloween: Happy HallowishesMickey's Boo-to-You Halloween ParadeMickey's Halloween Celebration
Christmas: Disney's White Holiday ParadeLa Parade de Noël Disney

Characters
The Many Adventures of Winnie the Pooh: Winnie the PoohChristopher RobinPigletTiggerEeyoreRabbitKangaRooOwlGopherBeesHeffalumpsWoozlesMr. Narrator

Welcome to Pooh Corner: Robert Rabbit
The New Adventures of Winnie the Pooh: Mrs. RobinBirdzillaMama HeffalumpJunior HeffalumpPapa HeffalumpCrowsKessiePygmy PigletsCrudSmudgeStan and HeffWoosterBrunoTed, Pinky & Vacuum HeadPack RatsNasty JackNasty Jack's GangBugsJagularRabbit's relativesLong John CottontailDexterSkippy
Pooh's Grand Adventure: The Search for Christopher Robin: SkullasaurusTyrannosaurus Rex
Winnie the Pooh: A Valentine for You: Winifred
Pooh's Heffalump Movie: LumpyMama Heffalump
My Friends Tigger & Pooh: DarbyBusterBeaverWoodpeckerOpossum Twins
Pooh's Super Sleuth Christmas Movie: Santa ClausHolly
Winnie the Pooh: BalloonThe BacksonRabbit's Friends and Relations
Christopher Robin: Evelyn RobinMadeline RobinGiles Winslow Jr.
Winnie the Pooh for President: Rodney the Rotten Wolf

Episodes
Welcome to Pooh CornerThe New Adventures of Winnie the PoohThe Book of PoohMy Friends Tigger & Pooh
Locations
Hundred Acre WoodPooh's HousePiglet's HouseTigger's HouseRabbit's HouseEeyore's HouseOwl's HouseRabbit's GardenChristopher Robin's RoomSkull CaveNorth PoleGopher's TunnelsHeffalump HollowThe Scary Woods
Objects
Winnie the Pooh dollWinnie the Pooh storybookRock Remover
Songs
Movie Songs

Winnie the Pooh and the Honey Tree: "Winnie the Pooh" • "Up, Down, Touch the Ground" • "Rumbly in My Tumbly" • "Little Black Rain Cloud" • "Mind Over Matter"
Winnie the Pooh and the Blustery Day: "A Rather Blustery Day" • "The Wonderful Thing About Tiggers" • "Heffalumps and Woozles" • "Rain, Rain, Rain Came Down, Down, Down" • "Hip-Hip-Hooray!"
Boo to You Too! Winnie the Pooh: "I Am Not Afraid" • "I Wanna Scare Myself"
Pooh's Grand Adventure: The Search for Christopher Robin: "Forever & Ever" • "Adventure is a Wonderful Thing" • "If It Says So" • "Wherever You Are" • "Everything is Right"
A Winnie the Pooh Thanksgiving: "Hooray, Hooray!" • "Berrily We Roll Along" • "Our Thanksgiving Day" •
Winnie the Pooh: Seasons of Giving: "Seasons of Giving"
The Many Songs of Winnie the Pooh: "It Really Was a Woozle, Yes it Was"
Sing a Song with Pooh Bear: "Kanga Roo Hop" • "Harvest What You Grow" • "My Song"
Winnie the Pooh: A Valentine for You: "Girls are Like Boys" • "When the Love Bug Bites" • "Places in the Heart"
Winnie the Pooh: A Very Merry Pooh Year: "Jingle Bells" • "Snow Snows" • "Happy Pooh Year" • "Hunny, No Not For Me" • "Auld Lang Syne"
The Tigger Movie: "Someone Like Me" • "Whoop-de-Dooper Bounce" • "Lull-a-Bee" • "Round My Family Tree" • "How to Be a Tigger" • "Your Heart Will Lead You Home"
Piglet's Big Movie: "If I Wasn't So Small" • "A Mother's Intuition" • "With a Few Good Friends" • "Sing-Ho (For the Life of a Bear)" • "The More It Snows (Tiddely-Pom)" • "The More I Look Inside" • "Comforting to Know"
Springtime With Roo: "We're Huntin' Eggs Today" • "Sniffley Sniff" • "Easter Day With You" • "The Way It Must Be Done"
Pooh's Heffalump Movie: "Little Mr. Roo" • "The Horribly Hazardous Heffalumps" • "The Name Game" • "Shoulder to Shoulder" • "In the Name of the Hundred Acre Wood/What Do You Do?"
Pooh's Heffalump Halloween Movie: "Trick 'R Treating With Our Friends" • "Brave Together"
Winnie the Pooh: "The Tummy Song" • "A Very Important Thing to Do" • "The Winner Song" • "The Backson Song" • "It's Gonna Be Great" • "Everything is Honey" • "Pooh's Finale"
Christopher Robin: "Goodbye, Farewell" • "Busy Doing Nothing" • "Christopher Robin"

Television Songs
Welcome to Pooh Corner: "Welcome to Pooh Corner Theme Song" • "Try a Little Something New" • "The Right Side" • "Yes, I Can" • "You're the Only You" • "I Hum to Myself" • "Please and Thank You" • "Responsible Persons" • "You're the One and Only One" • "Welcome to Pooh Corner Ending Theme"
The New Adventures of Winnie the Pooh: "Pooh Bear" • "'Cause It's Make Believe" • "The Floating Song" • "Nothing's Too Good for a Friend" • "Under the Bed" • "I Don't Have A Name" • "King of the Beasties" • "The End" • "Pirates is What We'll Be" • "Tigger, the Private Ear is Here"
The Book of Pooh: "Everyone Knows He's Winnie the Pooh" • "Goodbye for Now" • "Your Best Wishes" • "On the Double" • "Who is Me" • "Think, Think, Think" • "What Piglets Are" • "I Watch for Signs" • "We're Making a Cake" • "If I Could Be Big" • "Isn't That Funny?" • "Everyone Wants a Valentine" • "That's What We Do" • "Keep it Simple" • "Have You Got a Book For Me?" • "Give It a Try" • "On Your Way Back Home" • "The Birdbird Song" • "Nightmare Wranglers" • "Carry On" • "What's Your Name, River" • "Where Do Words Go?" • "Under a Spelling Bee's Spell" • "Adventure" • "Mental Altitude" • "I Want to Know Everything Now" • "Happy Tailiversary" • "Get Growin'" • "Tigger's Lullaby" • "Perfect Party" • "If We Were Talkin'" • "Someone New to Meet" • "My Hero" • "Broken Friendships" • "Do the Roo" • "Call Me Buck-a-Roo" • "At Chez Piglet" • "Nothing Ever Happens" • "Too Much Honey" • "Lost in a Book"
My Friends Tigger and Pooh: "A Few Simple Rules" • "Bouncin'" • "The Grass is Greenier" • "The Password Song" • "Underneath the Same Sky" • "One Big Happy Family" • "Think, Think, Think" • "The Question Song" • "Floating in a Cloud" • "Different Can Be Good" • "The Little Things You Do" • "There's a Party" • "No More Fun In the Snow" • "Butterflies" • "What Makes a Pony a Pony" • "When We Work Together" • "Christmas Comes Tomorrow" • "Time to Go (On a Trek Through the Snow)" • "Snowman Song"
Miscellaneous: "Luv-a-bye" • "Playtime Song" • "Learning Song" • "Friendship Song" • "Snug as a Bear Can Be"

See Also
Winnie-the-Pooh and His FriendsWinnie the Pooh Discovers the SeasonsToo Smart for StrangersThe Disney AfternoonThe Many Songs of Winnie the PoohSing a Song with Pooh BearSing a Song with TiggerWhoopty-Dooper-Loopty-Looper-Alley-Ooper bounce • "Into the Hundred Acre Wood!" • Broadway musicalTales of Friendship with Winnie the Pooh
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