Bertram Winkle

“	It's soooo far.	”
	— Bertram's catchphrase

Bertram Winkle
Full name	Bertram Winkle
Nickname(s)	Bertootchka (By Wanda Winkle) Bertie (By Rhoda Chesterfield)
Gender	Male
Age	49 (Season 1) 50 (Season 2) 51 (Season 3) 52 (Season 4)
Resides in	New York City
Occupation	Butler
Eye color	Blue
Hair color	Bald
Family	Wanda Winkle (mother)
Romances	Rhoda Chesterfield (crush on her side) Salma Espinosa (crush) Karen Holtzhauer (former crush) Gladys the Giraffe (crush on her side)
Friends	Jessie Prescott (best friends; co-worker) Emma Ross (good friend) Ravi Ross (his most favorite kid) Zuri Ross (one of his favorite kids) Luke Ross (frenemies) Boomer Serena (deceased)
Enemies	Kids Agatha Angela Wendy McMillan Rhoda Chesterfield The Ross Family (sometimes) Eric Booth Nigel Pettigrew Phil McNichol Abigail Corinne Baxter Dr. Cyrus Van Adams Madeline Roger Bevans Scott
Affiliations	Ross Penthouse
First seen	New York, New Nanny
Last seen	Jessie Goes to Hollywood
Portrayed by	Kevin Chamberlin

Bertram Winkle is one of the main characters in JESSIE. He is the Ross family’s butler, and he is the son of Wanda Winkle. He’s usually miserable about his job and the kids. He dislikes Luke the most out of the four children. But in his heart, he loves them all and comes to love and support them in the end. Bertram was portrayed by Kevin Chamberlin.

Personality

Bertram is the Ross family's lazy and grouchy butler, who seems to care very little for the kids and calls them "The Nanny Killers". Even though he rarely shows it, he does have a soft side for them. He seems to like Jessie sometimes, though he sometimes gives her advice, not knowing his intentions and mistakes where she is from. Bertram often takes time for himself and wishes he could quit his job, but quit once, then came back. He spends his time cleaning, reading magazines on the couch, watching TV in the screening room, taking naps and eating bacon-wrapped donuts. The Ross kids insult him sometimes when he tries to help them. When the father is home he pays extra attention to his job. But not so much when the mom is at home.

Relationships

Rhoda Chesterfield

Main article: Rhoda Chesterfield
Mrs. Chesterfield is seen flirting in the lobby with Bertram. She smacks his butt and then follows him to the elevator, smiling (Bertram doesn’t return her feelings). Once, Bertram agrees to take Mrs. Chesterfield on a date in order for Jessie and Zuri to try to get Mrs. Ross's tiara from Mrs. Chesterfield's terrace (Romancing the Crone).

Zuri Ross

Main article: Zuri Ross
Bertram seems to be closer to Zuri compared to the rest of the Rosses. He really cares about, for example, when Emma ditched her, he agreed to go to her tea party. And Zuri has also written a sweet report about Bertram, showing that she really cares about him.

Ravi Ross

Main article: Ravi Ross
Bertram thinks that Ravi is the most responsible out of the Ross children. When a cricket jumps in Bertram's dish, Ravi spirals into a world of lies, losing Bertram's trust for a period of time, until Ravi paid his amends by giving back his prized possession that he lost in a butler fight. Ravi is also Bertram's favorite child (Mentioned in Jessie Goes to Hollywood and Snack Attack).

Jessie Prescott

Main article: Jessie Prescott
Even though Bertram and Jessie are shown to dislike each other, they can relate to each about their jobs in the penthouse and dealing with the Ross children's crazy antics. They also agree that they deserve awards for their acting when accepting their paychecks.

Emma Ross

Main article: Emma Ross
Bertram and Emma both bond over their shared love for certain television shows and even lead fan clubs together. In Katch Kipling, Emma and Bertram audition for a play together and don't get along at first because of Bertram's training methods, they eventually are able to do the play together.

Appearances

He has appeared in every episode (excluding "Cattle Calls & Scary Walls").

 Trivia

• Out of all the Ross kids, he dislikes Luke the most and likes Zuri and Ravi the most. He said that his favorite is Ravi in the episode, "Snack Attack" and said that he likes Zuri the most in the episode "Creepy Connie's Curtain Call." His relationship with Emma is unknown, but it is possible she is one of the liked kids as shown in "The Trouble with Tessie".
• Bertram may seem to hate the kids, but deep down in his heart he loves them all, acting as a father figure as the kids' busy father (Morgan Ross) is not around a lot.
• He’s a hoarder ("The Kid Whisperer") and despite seemingly changing his ways in the end, (he reveals to Luke in "What a Steal") he still hoards.
• He wanted to go to Cabo for his Christmas vacation, but his flight was cancelled due to a large amount of snow. ("Christmas Story").
• Most of his high school classmates have gone bald and/or went to jail. ("One Day Wonders").
• He writes Fanfiction about Justin Bieber. ("Make New Friends But Hide the Old").
• He went to one of Zuri's tea parties. ("Zombie Tea Party 5").
• He can sing like an opera singer.
• He was in the wrestling club in high school. ("World Wide Web of Lies").
• He once went out with Mrs. Chesterfield so that Jessie wouldn't lose her job and Zuri wouldn't get in trouble. ("Romancing the Crone").
• He’s very lazy and takes 6-hour naps.
• He has a "Butlers of the World" game card collection ("Creepy Connie Comes a Callin'").
• He’s saving up money to buy a car so that he could get run over by it and leave the Ross children. ("Used Karma").
• When he's on his break, he either sleeps or reads butler books.
• He wants to be on the cover of one of his butler books.
• He weighs about 279 lbs.
• Mrs. Kipling sometimes gets attached to his legs.
• He has been beaten up by every one of the Ross kids. ("A Christmas Story").
• He has a blog. ("One Day Wonders").
• He wants a rich girlfriend named Lola but may haven’t meant it. ("One Day Wonders").
• He searches everyone's room for loose change.
• His last name is Winkle. ("One Day Wonders").
• He’s claustrophobic, which means suffering from claustrophobia. Claustrophobia means he has a fear of confined places. ("Tempest in a Teacup").
• He thinks Jessie should get her teeth whitened. ("Badfellas").
• He hates his mother.
• He sometimes does his job when Morgan and Christina aren't around.
• Bertram already knew Mrs. Kipling was a female ("The Secret Life of Mr. Kipling"). He also said to Mrs. Kipling, "If you ever have children, I'll make them into omelets.", though he may have just been sarcastic.
• He goes to a therapist.
• He reveals he does not hate the kids, he merely dislikes them. ("Rossed at Sea Part 3")
• He likes Zuri. He even cried when she was growing up by saying goodbye to her imaginary friend Milly the Mermaid and he cried after Zuri's report on him when she was reading it.
• He’s shown to care about Jessie and showed her that her date was cheating on her. ("The Princess and the Pea Brain").
• He was married. ("To Be Me or Not to Be Me").
• He weighed 12 lbs when he was born.
• When he was 12, he paid for a DNA test to see if he and his mother have the same DNA.
• His nickname from his mom is Ber-tootchkka and his nickname for his mom is Mom-mutchkka. ("Throw Momma From the Terrace")
• Despite things he may say, he loves Jessie, Luke, Ravi, Emma and Zuri, as he referred to them as 'the people he loves' ("Throw Momma From the Terrace").
• It’s revealed he’s in his 50s because he mentioned he was ten 40 years ago. ("Throw Momma From the Terrace").
• The kids make fat jokes about him.
• He tried to murder Luke after Luke had poked him one too many times. This was hinted at multiple times throughout season 4.
• He has Leporiphobia, an intense fear of rabbits. ("Somebunny's in Trouble").
• He mentions that his Butler job was only meant to be a summer job, but as he didn't read the fine print on his contract, it became permanent. ("Caught Purple Handed", "Star Wars").
• His favorite kid is Ravi.
• He "dies", but really falls down, in "Snack Attack" when Wendy hits him with a water balloon.
• He went to prom with his aunt because his mom was busy.
• Sometimes he’s similar to Marion Moseby. They both hate kids and they’re stuck with them.  
• Bertram thinks French cheese is the best.
• He has an irrational fear of showgirls and bread pudding from his mother. ("Capture the Nag")
• Bertram did appear in the season 2 premiere of Bunk'd.
• His only absence from the show is Cattle Calls & Scary Walls.
• When Bertram is scared he cries or whimpers similarly to the Cowardly Lion, from Frank. L. Baum's 1939 movie The Wizard of Oz, although this is never mentioned, it’s noticeable by fans.
• In Basket Case, when Zuri plays her ringtone for Jessie, Bertram ironically cries like the Cowardly Lion, the character from The Wizard of Oz, afraid after a lion roared at him, ironically.
• He’s in a boy band.
• His blood type may be AB+. While teaching Ravi vocal scales, Ravi sings terribly and Bertram walks away and says, "Now, I am going to get a pint of AB+". ("Where's Zuri?")
• He, Emma, Zuri, Ravi, Luke, Mrs. Kipling and Christina Ross are the only characters to appear in Bunk'd.
• According to Luke, Bertram had plugs at one point.
• Bertram, Emma, Luke and Ravi are the only main characters who never had their names featured in an episode title.
  • Emma, Ravi and Luke have had their names in the title in Bunk'd, making Bertram the only main character to not have an episode title named after him.

Gallery

To view the Bertram Winkle gallery, click here.