If you are going to buy your own gear, get it now. Familiarize yourself with your equipment, do some carpet boarding. Watch video's, Snowolf has a great set on his youtube. If you get snow where you live, go to the sledding hill, try to apply what you saw in the video's. Learn to skate! Then go to the resort and take a lesson. This will save precious time and allow the instructor to teach you how to ride rather then fucking around with your bindings.
Do not think wake, completely different. Wakeboards don't flex, using the edges requires different weighting and balance, more weight towards the front not the back (unless riding knee deep powder, that's for later lol). Also shoulder/hip position are different, on wake your shoulders are squared up forward, on snow you point your lead shoulder where you want to go, this also means you are not twisting at the hips. I find myself riding wake one handed a lot more because of this.
This is what I plan to do! I know it's impossible to learn everything from a video but at least if I try and apply the basics I wont feel so noobish. Then take some private lessons.
I'm almost scared to say my opinion, which was going to be to not bother getting lessons. I am self taught and remember picking it up right away, but I spent years skateboarding prior. I can't deny lessons would help, but I dont think every person really needs them.
Iv`e got a much better idea that is a win win for both of us. You fly your ass up to Mt. Hood where we actually have some snow (not great yet but better than you have). You buy my food and beer for the day and I will give you full day private coaching....
Is this an open offer? How much beer can you put away in a day?
I took a half day lesson my first day, and I think it was worth it, but I didn't come frame a strong board sport background like a lot of you guys. It still took me a couple of days to get to where I could link turns. Planning on taking a lesson this year at some point, just to help correct some bad habits I've picked up on my own and hopefully progress more than I could on my own. Worth it, I think.