I didn't say your thing was bad, just mis-titled.
"Copyright and Trademark Contract Negotiation SIG" is about as mis-titled as it comes. I wouldn't have a problem with "IndieIP.org" if it was indeed a one trick pony.
'Creative freedom' doesn't mean you're more creative per se, just that you aren't as beholden to market pressures, a marketing department, focus testing results, etc.
How can an advocacy organization possibly cause more of this to happen? This seems to be wholly the choice of the individual developer. Certainly, we can't collect dues from members, then redistribute the wealth to relieve financial pressure on only a few of them! Only some philanthropic Daddy Warbucks could remove the financial pressure, and then who's to say that the lucky recipients would do anything creative with the loot?
Contests are more likely to provide the creative stimulus than advocacy organizations. I'd be happy to help judge a contest with higher standards for creativity and innovation than the IGF judging panels have been requiring. I have some experience as a judge, I did it for 6 years in the IGF. When I make such an offer there's usually a problem of "WTF are you?" though. Which is a general problem of trying to form any jury panel that has "taste." People can't agree about taste, so they argue about the juries and the rules.
But anyways, back to advocacy organizations. If you're going to bother to create or join one, you have to believe that there's something important to advocate about. Thus it may not be important or appealing to self-sufficient hobbyists, whose needs are already met. Can't build an advocacy organization based on people who don't want to advocate. What you end up with is an org like the IGDA. Any time you bring up "getting tough" with those guys, they're like, oh no, we can't do that because it might make a member upset, or we could have legal liability, or some other ridiculous hand wringing from people who simply don't want to take a stand on any issue in the game industry. All they've done for 15 years is churn out whitepapers that the game industry ignores.