10 Best Episodes of Jessie - Season 2

An idealistic teen from rural Texas embarks on the adventure of a lifetime when she decides to leave behind starry nights for big city lights. Thrilled to be on her own and determined not to be intimidated by New York City, she accepts a job as nanny for a high-profile couple with four kids. Helping to keep her moral compass in check are Bertram, the family's butler, and Tony, the building's 20-year-old doorman.

Written by Sophie and last updated on dec 24, 2022.

PS: The following content contains spoilers!

PPS: I will admit that parts of this page was written with the help of AI - it makes my work so much easier to not start from a blank page!

Jessie - S2E14

#15 - To Be Me or Not to Be Me (Season 2 - Episode 14)

Jessie gets her first big acting role in a Shakespeare production in the park, but things go awry when she switches personalities with Zuri.

The episode was rated 7.69 from 59 votes.

Jessie - S2E26

#14 - Break-Up and Shape-Up (Season 2 - Episode 26)


Tony and Jessie attempt to make each other jealous by asking their exes on a double-date, causing the duo to break their dating relationships, which also saddens Emma & Zuri in the process. Meanwhile, Luke & Ravi attempt to sabotage each others' plans on how to relieve Bertram's stress level. Unfortunately, this leads Bertram into thinking that the Ross brothers don't actually care about him. Also, he's hypnotized into thinking that he's a stray tomcat.

The episode was rated 7.71 from 48 votes.

Jessie - S2E21

#13 - Quitting Cold Koala (Season 2 - Episode 21)

Luke decides that it's time to cut the strings between him and Kenny the koala, with some help from Jessie, but it proves to be quite the challenge. Meanwhile, Stuart comes over to stay for a few days, and reveals a newfound crush on Emma

The episode was rated 7.73 from 48 votes.

Jessie - S2E6

#12 - Nanny in Miami (Season 2 - Episode 6)


Austin needs Jessie's help to get to his gig at Times Square on New Year's Eve!

The episode was rated 7.75 from 91 votes.

Jessie - S2E1

#11 - The Whining (Season 2 - Episode 1)

The Ross kids are scared on Halloween by a legend about an evil nanny who lived in their building. Jessie and Tony crash a Halloween party so Jessie can give her short story to a famous magazine editor.

The episode was rated 7.77 from 142 votes.

Jessie - S2E5

#10 - Trashin' Fashion (Season 2 - Episode 5)


Emma is excited that her mom is planning a fashion show but once Emma sees the terrible designs, she is conflicted about whether she should give an hest opinion.

The episode was rated 7.82 from 96 votes.

Jessie - S2E13

#9 - Toy Con (Season 2 - Episode 13)

Zuri trades a cherished toy that Jessie gave her to a collector, but then she tries to get it back. Meanwhile, Luke and Emma attempt to teach Bertram how to dance.

The episode was rated 7.83 from 88 votes.

Jessie - S2E28

#8 - G.I. Jessie, Part 2 (Season 2 - Episode 28)


When Jessie's dad invites her out to the military camp to visit, Jessie and the kids embark on what should be a pleasant vacation, however when they arrive Jessie is shocked by some news her dad reveals.

The episode was rated 7.85 from 13 votes.

Jessie - S2E2

#7 - Green-Eyed Monsters (Season 2 - Episode 2)

Jessie joins a comedy improv class and Tony goes to embarrassing lengths to prove his love for her. Ravi recruits Zuri to help him babysit Mrs. Kipling's baby lizards.

The episode was rated 7.87 from 105 votes.

Jessie - S2E4

#6 - 101 Lizards (Season 2 - Episode 4)


Ravi mistakenly fears his pet lizards will be made into fashion accessories.

The episode was rated 7.91 from 74 votes.

Jessie - S2E22

#5 - Panic Attack Room (Season 2 - Episode 22)

Everyone gets trapped in the penthouse panic room after Stuart changes the pass code to be alone with Zuri. Meanwhile, Bertram and Emma help Jessie with an upcoming audition.

The episode was rated 7.91 from 57 votes.

Jessie - S2E3

#4 - Make New Friends But Hide the Old (Season 2 - Episode 3)


Luke takes Kenny the Koala to the first day of school. When it gets loose, Ravi says it's his to cover for Luke and is made fun of. On Emma's first day of high school she meets an interesting new friend, Rosie.

The episode was rated 7.95 from 94 votes.

Jessie - S2E12

#3 - Pain In the Rear Window (Season 2 - Episode 12)

Jessie is put in charge of a carnival to raise funds for the school. Meanwhile, Luke watches the carnival from home through binoculars and witnesses a suspicious act.

The episode was rated 8.00 from 58 votes.

Jessie - S2E8

#2 - Say Yes to the Messy Dress (Season 2 - Episode 8)


Jessie offers to introduce the kids to NBA All-Star Chris Bosh, who's in town to play one of Luke's favorite local basketball teams at the park.

The episode was rated 8.10 from 77 votes.

Jessie - S2E27

#1 - G.I. Jessie, Part 1 (Season 2 - Episode 27)

When Jessie's dad invites her out to the military camp to visit, Jessie and the kids embark on what should be a pleasant vacation, however when they arrive Jessie is shocked by some news her dad reveals.

The episode was rated 8.38 from 37 votes.

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