Starting over wasn't that bad. I have a quick question tho : what's the point of the "Rebirth Operation" ? Besides a new portrait/body, scenes seems unaffected by it.
if you have chossen share house and completed kira she should be among the people to talk to to be your roommate and riley should be there by default (to have more than 1 roommate you need the share house) if you have that and finished kira talk to one person ask them to be your roommate and then choose to someone else
Would be great to read somewhere how to raise stats after starting the game. It's obvious that physique can be raised in the gym. Smarts probably in the library. But how to raise charm and looks? Looks can be slightly raised by perfume and cosmetics, but this is only one time thing as far as i understand. And what is the max level - 5? I think it would be good to mention it either on character screen or in the guide.