One of the keys is not being boring and just picking Wolves (I never pick them any more as real life thoughts pollute the game too much, I mean he was waaaaaaaank but Seyi probably was worth more than £50k when I sold him). Did make me laugh when we were in L1 and loads of people on here were crowing that they got promoted :icon_lol: Good work lads, well done.
Sunderland would be a good shout to start off and familiarise yourself, massive rep relative to the league they're in, some good players for that level, finances should be ok, gate money will dwarf anyone else in the division, players will carry on signing for you wherever you get promoted to, easier to attract loanees from big clubs as you have good facilities, etc etc.
Alternatively you get a free copy of Touch when you activate the game through Steam, or at least you should anyway. I'm led to believe that simplifies quite a lot of it though personally I've never tried.