|Season(s)||7, 8, 9|
|Status||Alive (Stopping the Rebellion in Oz with Dorothy)|
IT employee at RRE (former)
|Family||Gertrude Middleton (mother)|
|Portrayed by:||Felicia Day|
Charlie is an I.T. expert who worked for Richard Roman Enterprises before discovering about the leviathans. She's a lesbian with a taste in electro pop, left politics and is a keen gamer and fangirl with her favorite series including Harry Potter, The Lord of the Rings and Star Wars. She describes herself as being "completely obsessed" and is highly intelligent. She also admits to having a problem with authority and as such will sometimes hack websites to display this. Charlie is also shown to be openly flirtatious. Despite being intelligent, and very interested in the world of the supernatural and fiction, Charlie is somewhat timid, and is easily intimidated when facing opponents who could kill her, as well as anything generally supernatural or dangerous, though she normally manages to overcome her fears to do what's right or what's necessary. She also commonly uses geek speak and slang. She has a sort of sibling like relationship with the brothers, particularly Dean.
Charlie is an employee of Richard Roman Enterprises. During her free time, she exploits her hacking skills and makes donations to charities in the names of big companies. Dick Roman knows of her computer prowess, and seeks her out to hack into Frank Deveraux's hard drive. She completes the job in under twenty-four hours. When she sees a file labeled "Richard Roman Enterprises" her curiosity gets the better of her, and she opens it to see all of Frank's data on Dick. She thinks she has "hacked her way into a loony bin" until she sees her boss get eaten by a leviathan.
She goes home and is about to flee when Sam and Dean appear. They convince her they aren't leviathan, and enlist her help in keeping the contents of the hard drive safe from Dick and reading his emails to find out what he's looking for on his archeological digs. She bravely returns to the company, flirts her way to Dick's computer, despite being lesbian, and retrieves the emails before returning to her desk to wipe Frank's drive. She soon discovers from Dick's emails that whatever Dick was looking for in the digs has been found and is due to arrive at the airport that very day. Sam and Dean, masquerading as workers, switch the package for an identical one containing a borax bomb. Charlie almost gets out of the building, but Dick realizes what she's been doing when the bomb goes off, and locks the building down. Sam, Dean, and Bobby's ghost save the day, though Charlie does break her arm.
At the end, she flies away, promises to disappear, not for the first time, apparently, and tells the boys never to contact her again.
After Richard Roman Enterprises is taken down, Charlie returns to the country. She lives normally for a year as she becomes more and more popular on the land of Moondoor, a Live-Action Role-Playing game, and eventually she is named the in-game Queen. Everything fares well until two of her subjects go missing, and found dead by the police. Sam and Dean look into both deaths and, upon discovering she was in the game, decide to seek her help.
Charlie is initially quite reluctant to get anywhere near the Winchester brothers again, claiming she wants to keep on living, but when they reveal that her missing friends died, she decides to help them to prevent any more deaths. She and Dean ask around about the strange mark on the victims while Sam does computer research.
Eventually, they discover that the deaths were due to a fairy bound by a LARPer Gerry using a spell from the Book of Spells. With the help of the Winchesters, Charlie destroyed the book, freeing the fairy Gilda and preventing Gerry from harming more people.
Later, Charlie came to Dean and Sam's place after finding a "case" for them. Later it is implied that it was actually a lie, and that she needed an excuse to be in the town. Charlie helped distract Dr.O'Brien at the morgue, while Dean and Sam later look at the victim's body. After finding out that the thing that was liquefying victims was a djinn, she was kidnapped by one of the djinns while donating money to help a woman named Gertrude Middleton. Charlie was duct taped to a chair when the djinn touched her, put her in a coma, while her insides were liquefying. Dean entered her dreams via dream root, where she was trying to kill vampires. During this point, it is later revealed that the mystery woman is later to be her mother, and that the real reason she's in town is because of her. Charlie is told by Dean to let her mother go, so that they can return back to the real world. After Dean saves her life, she read to her mother for the last time, and leaves, finally letting her go. She then tells Sam and Dean goodbye, and later tells Dean she loves him; he replies "I know."
By Slumber Party, Charlie had become a full-fledged hunter, having completed cases of her own but only as a hobby. Her cases included those involving a ghost and a teenage vampire. Despite being a part-time hunter, she felt her life was incomplete and wanted to find a quest of her own. Charlie was called in by Sam and Dean to use an ancient computer they found in an effort to find all of the angels in the world. Charlie hacked the computer and downloaded all of the Men of Letters files, but came into conflict with The Wicked Witch when she was accidentally released by Dean. Charlie worked with Dorothy to hunt the witch, interested in Dorothy from the Oz books she read as a child. Charlie is killed by the Witch, but Dean has Ezekiel resurrect her which Charlie later agrees to keep secret. Charlie comes up with the idea to use poppy extract bullets to stun the Witch and realizes that the books were written by L. Frank Baum to give Dorothy clues on how to deal with the Witch. Thanks to Charlie's revelation, Dorothy realizes that the Ruby Slippers can be used to kill the Witch. While Dorothy holds off a possessed Sam and Dean, Charlie goes after the Witch and kills her with the Slippers as she summons her army to Earth. Charlie manages to shut the door to Oz just in time and later joins Dorothy in going back to Oz to free it as it gives her the chance to experience all that she has ever wanted to. However, while she agrees to keep her resurrection a secret from Sam, she demands that Dean give her an explanation later.
- Charlie is a lesbian.
- She is 28 years old, according to the episode 'Pac-Man Fever, where it states that she was 12 when her parents were involved in a car accident, and her mother has been on life-support for the past 16 years.
- According to writer Robbie Thompson, Charlie's aliases are made up of the name of a Stephen King character for her first name and the surname of a famous science fiction writer.
- She tells the brothers that Charlie Bradbury is not really her name.Her surname appears to be "Middleton", as her mother's name is Gertrude Middleton. The first name comes from Charlene McGee, the major character in the novel Firestarter, while the surname "Bradbury" comes from Ray Bradbury, author of Fahrenheit 451 and The Martian Chronicles among others.
- She later uses the alias "Carrie Heinlein". The first name comes from Carrie White, the title character and protagonist of the novel Carrie, while the surname comes from Robert A. Heinlein, author of Starship Troopers and Stranger in a Strange Land.
- She also has the alias "Annie Tolkien". The surname comes from J. R. R. Tolkien, author of the Lord of the Rings trilogy and The Hobbit.
- Another alias of hers is "Christine K. Le Guin". The surname comes from Ursula K. Le Guin, author of the Earthsea fantasy series and the Hainish science fiction series.
- Yet another alias of hers is "Susan Asimov". The surname comes from Isaac Asimov, author of the Foundation series, the Galactic Empire trilogy, and the Robot series. She has a collection of figurines and posters, both at home and at work. Her favorite seems to be one of Hermione Granger, her favorite Harry Potter character, which she refers to as "H".
- She is the fourth character in the series and second female character to be named Charlie.
- She has a tattoo, which she got at Comic Con while drunk, of Princess Leia in a slave girl bikini astride a 20-sided dice.
- She is also a Lord of the Rings fan, as she refers Dick Roman giving her an assignment as having "the Eye of Sauron" as watching her. She also said that her mother read her The Hobbit when she was young.
- Charlie said that she went to a convention in Topeka, Kansas. The showdown between Michael and Lucifer was between here and Lawrence.