Replying to Ski progression

So I've been skiing a total of one time so far and it's definitely something I'll do more of next season. I've been able to hit a blue run while only having to scoot down some of the steep stuff on my first go. I know everyone progresses at different speeds and it depends on how often you go.

What sort of progression would I see(or what sort of progression you guys have seen) if I get a season pass and ski maybe once a week more or less? I'll be living super close to a ton of resorts over the winter so I'll be able to go regularly and plan on joining a ski/snowboard club for the discounts and riding buddies. Do people usually go from snowplowing to hitting street spots in a season if they are persistent in practice and go to the gym when not on the slopes? I've always thought park riding is cool and I'm in decent shape and I've got some bit of aerial control from mountain biking and skateboarding but I'm not an acrobat.