Fiction The Fictional Bosses You'd Least Like to Work For  

Ranker Characters
4.6k votes 458 voters 9.3k views 69 items

List Rules Horrible bosses from fiction only. Vote up the worst bosses on the list.

List of the fictional bosses you’d least like to work for. Think your boss is bad? Your boss may not even compare to some of the horrible fictional bosses throughout time. Browse through this list of the fictional bosses you’d least like to work for to gain some new perspective on your own employment situation. Ranked by the community in order from the absolute worst to just kind of annoying, you are sure to find a boss worse than yours on the list.

Vote for the fictional boss you think is the absolute worst. Or, if you don’t see a particularly horrible fictional boss on the list, and him or her below so that others can vote as well.

Although some may think the boss they have is the worst, there are some fictional bosses that have even been known to stalk or kill their employees. After seeing a few of these fictional bosses that you’d least like to work for, you may start to appreciate your own boss a little more!

1
196 36
Bill Lumbergh is listed (or ranked) 1 on the list The Fictional Bosses You'd Least Like to Work For
Bill Lumbergh Office Space

2
209 44
Mr. Burns is listed (or ranked) 2 on the list The Fictional Bosses You'd Least Like to Work For
Mr. Burns The Simpsons, The Simpsons Movie, The Simpsons

3
130 38
Cruella de Vil is listed (or ranked) 3 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added Cruella de Vil Disney's House of Mouse, 102 Dalmatians, 101 Dalmatians II: Patch's London Adventure - 101 Dalmations

4
142 47
Ebenezer Scrooge is listed (or ranked) 4 on the list The Fictional Bosses You'd Least Like to Work For
Ebenezer Scrooge A Christmas Carol

5
121 38
Carter Pewterschmidt is listed (or ranked) 5 on the list The Fictional Bosses You'd Least Like to Work For
zxray added Carter Pewterschmidt Family Guy, Family Guy Universe

6
69 14
Nurse Ratched is listed (or ranked) 6 on the list The Fictional Bosses You'd Least Like to Work For
Tom Islava added Nurse Ratched One Flew Over the Cuckoo's Nest, One Flew Over the Cuckoo's Nest

7
85 24
Scar is listed (or ranked) 7 on the list The Fictional Bosses You'd Least Like to Work For
Tom Islava added Scar The Lion King II: Simba's Pride, The Lion King, The Lion King

8
64 13
Bobby Pellitt is listed (or ranked) 8 on the list The Fictional Bosses You'd Least Like to Work For
Clay Glenny added Bobby Pellitt Horrible Bosses

9
127 53
Miranda Priestly is listed (or ranked) 9 on the list The Fictional Bosses You'd Least Like to Work For
Miranda Priestly The Devil Wears Prada

10
60 12
Dave Harken is listed (or ranked) 10 on the list The Fictional Bosses You'd Least Like to Work For
Clay Glenny added Dave Harken Horrible Bosses

11
86 36
Nathan Jessup is listed (or ranked) 11 on the list The Fictional Bosses You'd Least Like to Work For
Nathan Jessup A Few Good Men

12
70 33
Les Grossman is listed (or ranked) 12 on the list The Fictional Bosses You'd Least Like to Work For
Les Grossman Tropic Thunder

13
58 24
Frank Costello is listed (or ranked) 13 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added Frank Costello The Departed - The Departed

14
58 27
Sue Sylvester is listed (or ranked) 14 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added Sue Sylvester Glee, Glee Encore, Glee Universe - Glee

The Greatest Fictional Bosses

15
69 38
Alonzo Harris is listed (or ranked) 15 on the list The Fictional Bosses You'd Least Like to Work For
Alonzo Harris Training Day

16
60 31
Marsellus Wallace is listed (or ranked) 16 on the list The Fictional Bosses You'd Least Like to Work For
zxray added Marsellus Wallace Pulp Fiction

17
52 26
Tony Soprano is listed (or ranked) 17 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added Tony Soprano The Sopranos - The Sopranos

18
35 12
Fagin is listed (or ranked) 18 on the list The Fictional Bosses You'd Least Like to Work For
Tom Islava added Fagin Oliver Twist, Oliver Twist, Oliver Twist

19
64 38
Gordon Gekko is listed (or ranked) 19 on the list The Fictional Bosses You'd Least Like to Work For
Gordon Gekko Wall Street

20
73 46
Mr. Slate is listed (or ranked) 20 on the list The Fictional Bosses You'd Least Like to Work For
Mr. Slate The Flinstones

21
40 20
Al Swearengen is listed (or ranked) 21 on the list The Fictional Bosses You'd Least Like to Work For
Al Swearengen Deadwood

Black Panther Movie Quotes

22
62 41
Mr. Spacely is listed (or ranked) 22 on the list The Fictional Bosses You'd Least Like to Work For
Mr. Spacely The Jetsons

23
36 18
Professor Callahan is listed (or ranked) 23 on the list The Fictional Bosses You'd Least Like to Work For
Professor Callahan Legally Blonde

24
22 6
Gustavo Fring is listed (or ranked) 24 on the list The Fictional Bosses You'd Least Like to Work For
CPete added Gustavo Fring Breaking Bad

25
44 26
Buddy Ackerman is listed (or ranked) 25 on the list The Fictional Bosses You'd Least Like to Work For
Buddy Ackerman Swimming With Sharks

26
64 46
Michael Corleone is listed (or ranked) 26 on the list The Fictional Bosses You'd Least Like to Work For
Michael Corleone The Godfather Saga, The Godfather Part II, The Godfather Part III

27
37 22
Mr. Kellerman is listed (or ranked) 27 on the list The Fictional Bosses You'd Least Like to Work For
Mr. Kellerman Dirty Dancing

28
45 30
David Brent is listed (or ranked) 28 on the list The Fictional Bosses You'd Least Like to Work For
David Brent The Office

The Best Anime Characters With Red Hair

29
30 17
B. P. Richfield is listed (or ranked) 29 on the list The Fictional Bosses You'd Least Like to Work For
liriodendron added B. P. Richfield Dinosaurs

30
85 71
Dr. Gregory House is listed (or ranked) 30 on the list The Fictional Bosses You'd Least Like to Work For

31
38 27
Margaret Tate is listed (or ranked) 31 on the list The Fictional Bosses You'd Least Like to Work For
Margaret Tate The Proposal

32
31 21
Ranker Video
shaurya-kapoor added J. Jonah Jameson Ultimate Spider-Man, Spider-Man, Spider-Man 3

33
43 34
Mr. Jonathan Weed is listed (or ranked) 33 on the list The Fictional Bosses You'd Least Like to Work For
zxray added Mr. Jonathan Weed Family Guy

34
38 30
Ari Gold is listed (or ranked) 34 on the list The Fictional Bosses You'd Least Like to Work For
Ari Gold Entourage

35
31 27
Justin Pitt is listed (or ranked) 35 on the list The Fictional Bosses You'd Least Like to Work For
Justin Pitt Seinfeld

60+ of Your Greatest Childhood Fears

36
24 20
Franklin Hart, Jr is listed (or ranked) 36 on the list The Fictional Bosses You'd Least Like to Work For

37
11 6
Eugene H. Krabs is listed (or ranked) 37 on the list The Fictional Bosses You'd Least Like to Work For
Ahmed Maklad added Eugene H. Krabs SpongeBob SquarePants, The SpongeBob SquarePants Movie, Jimmy Neutron's Nicktoon Blast

38
7 2
Megatron is listed (or ranked) 38 on the list The Fictional Bosses You'd Least Like to Work For
nataliejohnson009 added Megatron The Transformers, Transformers: Prime, Transformers Prime: One Shall Stand

39
26 23
Louie De Palma is listed (or ranked) 39 on the list The Fictional Bosses You'd Least Like to Work For
zxray added Louie De Palma Taxi

40
28 26
Basil Fawlty is listed (or ranked) 40 on the list The Fictional Bosses You'd Least Like to Work For
Basil Fawlty Fawlty Towers

41
5 1
Palpatine is listed (or ranked) 41 on the list The Fictional Bosses You'd Least Like to Work For
starwarssuperfan added Palpatine Star Wars: The Clone Wars, Star Wars Episode III: Revenge of the Sith, Star Wars: The Clone Wars - Star Wars

42
71 77
Michael Scott is listed (or ranked) 42 on the list The Fictional Bosses You'd Least Like to Work For
Michael Scott The Office

Full Cast of The Outlaw Josey Wales Actors/Actresses

43
4 1
Darth Vader is listed (or ranked) 43 on the list The Fictional Bosses You'd Least Like to Work For
starwarssuperfan added Darth Vader Star Wars: The Clone Wars, Star Wars Episode IV: A New Hope, Star Wars Episode VI: Return of the Jedi - Star Wars

44
23 24
Russell Dunbar is listed (or ranked) 44 on the list The Fictional Bosses You'd Least Like to Work For
Russell Dunbar Rules of Engagement

45
3 1
Grand Moff Tarkin is listed (or ranked) 45 on the list The Fictional Bosses You'd Least Like to Work For
starwarssuperfan added Grand Moff Tarkin Star Wars XXX: A Porn Parody

46
20 21
Blake is listed (or ranked) 46 on the list The Fictional Bosses You'd Least Like to Work For
Blake Glengarry Glen Ross

47
14 15
Mr Ehlert is listed (or ranked) 47 on the list The Fictional Bosses You'd Least Like to Work For
possumprincess added Mr Ehlert

48
22 25
Wilhelmina Slater is listed (or ranked) 48 on the list The Fictional Bosses You'd Least Like to Work For
Wilhelmina Slater Ugly Betty

49
19 22
Mr. Dithers is listed (or ranked) 49 on the list The Fictional Bosses You'd Least Like to Work For
Mr. Dithers Blondie

50
33 39
Karen Walker is listed (or ranked) 50 on the list The Fictional Bosses You'd Least Like to Work For
Karen Walker Will and Grace