It takes a little work to get that going. Firstly you need to scrounge up $1,000 and then start the quest "Wicked Game". You must get kicked out of the building by the Guard and then call Maxine to let you in. When she offers to let you join the A.S.S. you should express interest in perks. She will then bring up T.I.T.S. and give you the choice of which group to join. Tell her you want T.I.T.S. and decide what type you like. I personally go medium, as doing so means a check will be delivered every morning that has a value equal to the day number. (ie. Day 57=$57 check) Hope this helps!