There isn't much to tell about my strategy, since it's something I always do in similar challenges. My sim spent her first day earning satisfaction points to buy the Connections reward (Chief of Mischief is easy and goes well with the storyline
). Then she bought a Wishing Well to wish for promotions every time she could (she almost always got her progress bar completely filled, so she just needed to attend work without worrying about anything). Regarding the money for the wishes (5,000 every time) - I chose stealing as a club activity, so she could steal valuable stuff from houses and museums. After she got to level 8 in the career, I kept inviting townies by adding them to the club, then cloning them, the clone then summoned the clown, and by taking a picture, the clone was becoming instant friends with the clown and the sim they were cloned from, then moving out, then repeat 7 more times...
