When do you get the opportunity to kill Sato family's boss? And looks like you get no chance to kill Smirnov's boss if you're a drug addict?
Also, is the extra stats from taking drugs ever worth it (considering the penalty once you go to rehab or quit cold turkey? If yes, when is the best time to quit?
Concerning taxes, since you need to pay three times, is it possible to only pay taxes once and not pay the rest, and avoid jail?
Lastly, how do I get 80 reputation with my family before I go to jail? The most inside money I've ever received is $2,500, and I don't know how to get the final 5 reputation (75 is the max I can manage).