As far as resources about trying to get through Greenlight,
Gamasutra is where you'll find some of the best info.
Gamasutra: Szymon Bryla's Blog - The 43-Day Siege – breaking stereotypes on Steam Greenlight
Gamasutra - Revisiting Greenlight
Gamasutra: Colin Walsh's Blog - Steam Greenlight: What To Expect
YouTube Let's Plays are one of the bigger things you'll see mentioned, though unfortunately text sports sims don't really lend themselves too well to that format.