What's that supposed to mean?

Oh you don't know about jail? Oh you would love jail.

Why would I love jail?

Because... You would love it.

I don't think our company actually needs any more insurance. So I am out.

Character
Kelly
Kelly
Dwight
Dwight
Oscar
Oscar
Ryan
Ryan
Nellie
Nellie
Episode
Drug Testing
Search Committee
Mafia
Business Trip
Lice
Season
2
5
8
6
4