Here are some positive traits to apply:
Affectionate, Artistic, Charismatic, Courageous, Joyful, Reliable
Here are some negative ones to apply:
Aggressive, Bad-Tempered, Bossy, Devious, Egotistical, Selfish
And here are some roles people might serve if they were planning a heist:
The Brains, The Muscle, The Wheelman, The Guy Behind The Scenes Who Commissioned The Heist, The Inside Man, The Safecracker
Hannah: Affectionate, Devious, and The Inside Man
Jake: Joyful, Selfish, and The Wheelman
Lennie: Courageous, Bossy, and The Guy Behind The Scenes Who Commissioned The Heist
Leon: Artistic, Bad-Tempered, The Safecracker
Paul: Reliable, Egotistical, and The Muscle
Scruff: Charismatic, Aggressive, and The Brains