What type of job would I be able to disappoint people or make people sad in?

You could be a doctor, tell people that their illnesses have been cured and then tell them you were joking and it's terminal. Or tell their relatives they have made a full recovery, and then say "Kidding, they died earlier!"

Or you could be a teacher and be horrid to the kids.

Alternatively you could just be a dentist, they make people sad without trying.

For yelling, try joining the army and becoming a drill sargeant.

Pawnbroker!