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

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5.3k votes 513 voters 11.1k views 82 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!
list ordered by

1
212 43
Bill Lumbergh is listed (or ranked) 1 on the list The Fictional Bosses You'd Least Like to Work For
Office Space

2
229 54
Mr. Burns is listed (or ranked) 2 on the list The Fictional Bosses You'd Least Like to Work For
The Simpsons, The Simpsons Movie, The Simpsons

3
149 45
Cruella de Vil is listed (or ranked) 3 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added Disney's House of Mouse, 102 Dalmatians, 101 Dalmatians II: Patch's London Adventure
101 Dalmations

4
162 53
Ebenezer Scrooge is listed (or ranked) 4 on the list The Fictional Bosses You'd Least Like to Work For
A Christmas Carol

5
131 45
Carter Pewterschmidt is listed (or ranked) 5 on the list The Fictional Bosses You'd Least Like to Work For
zxray added Family Guy, Family Guy Universe

6
96 28
Scar is listed (or ranked) 6 on the list The Fictional Bosses You'd Least Like to Work For
Tom Islava added The Lion King II: Simba's Pride, The Lion King, The Lion King

7
144 60
Miranda Priestly is listed (or ranked) 7 on the list The Fictional Bosses You'd Least Like to Work For
The Devil Wears Prada

8
79 21
Nurse Ratched is listed (or ranked) 8 on the list The Fictional Bosses You'd Least Like to Work For
Tom Islava added One Flew Over the Cuckoo's Nest, One Flew Over the Cuckoo's Nest

9
19 1
Palpatine is listed (or ranked) 9 on the list The Fictional Bosses You'd Least Like to Work For
starwarssuperfan added Star Wars: The Clone Wars, Star Wars Episode III: Revenge of the Sith, Star Wars: The Clone Wars
Star Wars

10
66 18
Dave Harken is listed (or ranked) 10 on the list The Fictional Bosses You'd Least Like to Work For
Clay Glenny added Horrible Bosses

11
67 19
Bobby Pellitt is listed (or ranked) 11 on the list The Fictional Bosses You'd Least Like to Work For
Clay Glenny added Horrible Bosses

12
91 40
Nathan Jessup is listed (or ranked) 12 on the list The Fictional Bosses You'd Least Like to Work For
Nathan Jessup A Few Good Men

13
66 27
Frank Costello is listed (or ranked) 13 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added The Departed
The Departed

14
75 36
Les Grossman is listed (or ranked) 14 on the list The Fictional Bosses You'd Least Like to Work For
Tropic Thunder

15
70 34
Marsellus Wallace is listed (or ranked) 15 on the list The Fictional Bosses You'd Least Like to Work For
zxray added Pulp Fiction

16
63 31
Sue Sylvester is listed (or ranked) 16 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added Glee, Glee Encore, Glee Universe
Glee

17
41 15
Fagin is listed (or ranked) 17 on the list The Fictional Bosses You'd Least Like to Work For
Tom Islava added Oliver Twist, Oliver Twist, Oliver Twist

18
57 29
Tony Soprano is listed (or ranked) 18 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added The Sopranos
The Sopranos

19
72 42
Alonzo is listed (or ranked) 19 on the list The Fictional Bosses You'd Least Like to Work For
Training Day

20
31 8
Gustavo Fring is listed (or ranked) 20 on the list The Fictional Bosses You'd Least Like to Work For
CPete added Breaking Bad

21
80 51
Mr. Slate is listed (or ranked) 21 on the list The Fictional Bosses You'd Least Like to Work For
The Flinstones

22
68 42
Gordon Gekko is listed (or ranked) 22 on the list The Fictional Bosses You'd Least Like to Work For
Wall Street

23
69 45
Mr. Spacely is listed (or ranked) 23 on the list The Fictional Bosses You'd Least Like to Work For
The Jetsons

24
40 22
Professor Callahan is listed (or ranked) 24 on the list The Fictional Bosses You'd Least Like to Work For
Professor Callahan Legally Blonde

25
43 25
Al Swearengen is listed (or ranked) 25 on the list The Fictional Bosses You'd Least Like to Work For
Deadwood