- TYRANT
- Ivan or Peter
- Autocrat
- Uncompromising 43-Down
- Despot
- Iron-fisted ruler
- Bossy boss
- Dictator
- Boss you'd like to toss
- Amin, for one
- Ruthless ruler
- Mean monarch
- Unscrupulous leader
- Harsh ruler
- Cross boss
- Nero, e.g.
- Tough boss
- Simon Legree
- Coup target
- Coup target, perhaps
- Oppressive boss
- Oppressive ruler
- Overthrow target
- Very tough boss
- Cruel boss
- He who must be obeyed
- Despotic ruler
- Despotic one
- Taskmaster
- Rough ruler
- Ogre at the office
- Dictatorial boss
- Polycrates, for example
- Oppressor.
- Absolute ruler.
- Periander of Corinth was one.
- Hard taskmaster.
- An oppressor.
- Periander, for one.
- Ruler of sorts.
- Slave driver's cousin.
- Unfair taskmaster.
- Slave-driver
- Overbearing one
- Cruel master
- Legree type
- Not an easy boss
- 54-Down, e.g.
- Iron-fisted boss
- Monocrat
- Fist-pounding sort
- The only ___ I accept in this world is the still small voice within me: Gandhi
- Fist-pounding boss, say
- Uncompromising sort
- Caligula, e.g.
- Bad, bad boss
- Cruel ruler
- Mean ruler
- Napoleon in "Animal Farm," e.g.
- Ivan the Terrible e.g.
- Despotic leader
- Ruler who's crueler
- Oppressive sort
- Oppressive leader
- Autocratic leader