First, you gotta pick a team. Either one you like, one you have fun playing with, or one that you wanna help build up. Or a random team, I guess. You could also do a "coaching" dynasty, in which you start at a shitty team and work your way up to better programs.
Second, you should head over to DSS (I know, I know, but they have a huge chising section) and look at some reports. They have everything over there: Death penalties, coaching dynasties, developing bad teams, winning with good ones. Look at the layout of the various 'chises and then develop your own look.
Third, while at DSS, take note on how they get started. Lots of preseason information and stuff will help.
Fourth, get started.