What I did was by accident I choose a the Landgraab family to play (bottom right hand connor 75,000 household money). Now the lifetime wish that your going to be fulfilling is Hannelore's wish. Which is become a CEO. All you have to do is make sure when she goes to work to have her in a good mood, you can make her work hard if you want; i wouldn't suggest having slack off though. The second thing you need is to be friends with her boss, which you automatically are and be friends with her co- worker William Conner. With him just invite over and keep talking to him untill you guys are really good friends and in a like 2 sims work days you'll have achivement.
Sum up
1. choose Landgraab family
2. select Hannelore's
3. befriend William Conner with Hannelore
4 keep her mood up and go to work
5 achivement 50g
hopefully it works for you guys.
apparently i was wrong, I accidently became best friends with her boss and somewhat new her co worker already and the reason why is because as soon as you start a new game both of them come over your house at like 11:30am. So what i did know is i talked to William Conner intill about 12:30 am. Doing that will make you guys good friends. after that sleep or do whatever to keep your mood up in till work, when you get to work kiss up to your boss and by the end of the work day you become good friends with boss. As soon as you get home from work invite William over talk for maybe 10 sim mins and you become best friends then call her boss (Georgia Idaho) and you'll become best friends with her at like 10-11pm and their you go and just ask her for a promotion and their you go two in one. Also doing all this will get you the Working Friends achivement after befriending co-worker and boss.