Well, I decided to bite the bullet and get me a new board for this season.
Turns out people were right, that I would be itching to upgrade after my first season. I don't even know how it happened.
Like I said earlier, I don't have an extra $500 laying around so I got a little creative with my taxes and am giving myself an early partial refund to pay for a NS Legacy in a few weeks. After a ton of reading and researching, this sounds like the board for me.
I'm torn on the size though. I'm currently riding a 163 Lamar but the 2012 Legacy comes in 161 or 166 (according to the buy it now portion of their website). If I can't get Modern Skate to order a 163 I'm not sure which size to go with. 6'2"ish and packin' 240-250lbs currently but go as low as 220 at times too.
I guess I'm leaning towards going a little small to get the board off the snow easier...is that a mistake?