Well I was right about failing as I ran out of time, only a few days left on her bar and one promotion plus one good friend to get, her bff suddenly dies which tanks her job performance then her husband dies prolonging the sad mood and I realised I was never going to get there in time, so I pleaded with grim for him, they can go live a happy ever after in my abandoned saves folder.
This time I'm trying not to dither about so much in the beginning as I feel that was my main downfall, I wasted too much time she doesn't really have.
Which leads me to a question, completed aspirations have to be unique but can other sims do any of the early milestones as long as they don't complete it? I'm trying to get more points for the career boosting rewards before she starts her job.