Attractive and confident. Jeans and t-shirt kind of guy or a sleeves rolled plaid guy. Dark denim. Would love to find a parka for him with a hooded shirt/hoodie under.
No jacket, just t-shirt in apartment scenes.

Night scene: leggings and a sweater or t-shirt. Can put on jeans when she leaves the house or just add a hat and change shirts.
Dark hair so lighter colors. Soft and organic.
Modern but retro.

Barbara is business casual with light pink to accent the logo. Didn't want to go too pink, might be inappropriate for work. Feminine but still professional since she has to fire people.
Tom seems like a wrinkled sweater and cardigan guy. Going to try and find a good square end tie to make it more modern/futuristic.

Casual but Chic. Clothes "look" more expensive than they are. Monotone/colorblocking. Possible futuristic accessories for Jane?