I have always been an early updater, and even though I'm not usually a gambler, I guess I'm taking the bet that all, or most, major bugs will be fixed within the 12 months from when I purchased. The most frustrating thing that could happen is if a major bug is found 13 or so months after purchase and I will have to pay a new membership fee to get that bug fix.
We got fixes for X3 free of charge, and even though there were probably some fixes that were not added until Platinum, there was the expectation that any major bugs would be rolled out as a free update. Now, any major bug that's found after 12 months will be an extra cost for an early upgrader.
Having said that, I don't begrudge Cakewalk trying a new rollout system and I will reserve any judgement for next year.