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

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5.3k votes 505 voters 11k 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
210 43
Bill Lumbergh is listed (or ranked) 1 on the list The Fictional Bosses You'd Least Like to Work For
Office Space

2
226 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
160 52
Ebenezer Scrooge is listed (or ranked) 3 on the list The Fictional Bosses You'd Least Like to Work For
A Christmas Carol

4
146 45
Cruella de Vil is listed (or ranked) 4 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

5
130 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
94 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
77 20
Nurse Ratched is listed (or ranked) 7 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

8
141 60
Miranda Priestly is listed (or ranked) 8 on the list The Fictional Bosses You'd Least Like to Work For
The Devil Wears Prada

9
65 18
Dave Harken is listed (or ranked) 9 on the list The Fictional Bosses You'd Least Like to Work For
Clay Glenny added Horrible Bosses

10
66 19
Bobby Pellitt is listed (or ranked) 10 on the list The Fictional Bosses You'd Least Like to Work For
Clay Glenny added Horrible Bosses

11
90 40
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
65 27
Frank Costello is listed (or ranked) 12 on the list The Fictional Bosses You'd Least Like to Work For
AndreaPoole-Presslor added The Departed - The Departed

13
16 1
Palpatine is listed (or ranked) 13 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

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
68 42
Gordon Gekko is listed (or ranked) 21 on the list The Fictional Bosses You'd Least Like to Work For
Wall Street

22
78 51
Mr. Slate is listed (or ranked) 22 on the list The Fictional Bosses You'd Least Like to Work For
The Flinstones

23
68 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