I'm not sure my main itch will ever be fully scratched, but I'm tryin'! I seem to have this insatiable itch to get better and play with better players. It's driving me a LOT lately. I'm taking lessons from several people, constantly working on stuff I can't do well and playing out a ton. I wish I had more practice time, but sit at the kit nearly every day and get in at least 30 minutes, sometimes an hour or so. It's amazing how far just this little bit of time consistently can take you. Really enjoying bettering my skills, where this is taking me and where I might get to go with all this.
Regarding gear - I'm mostly past the point of wanting any more STUFF. I've upgraded things that make gigging easier. I have a dream kit but really don't need it and the kits I have now serve me well. I've fully realized, the gear won't make me any better.