Took me a couple tries to get used to it, but my best tip is to keep 2-3 months worth of rent from the start (600-900) in the bank, then just complete your education working here and there too, buy the suit, then proceed to get bigger jobs, remember even if you're already the highest position (doctor at the hospital for example) the wage may have increased so you could always keep checking the employment office. Also, when you have enough to start buying business and such, buy them when theyre in the 20k-30/low 40k as they will rise to 80-100k which is when you can sell and make a killing. Easiest way to become a millionaire in my opinion, be patient.
This game is the funnest "fly upgrade" game here, super easy and you the upgrade shop is free, took me 37 days the first time and the plot is actually pretty funny!