slartabartfast
Is it being negative or paranoid or disloyal to ask for clarification before buying?
No, but think about it...I've never seen any posts saying "Cakewalk should just provide content and add-ons, I don't care about fixes and enhancements." But I've seen lots of posts with the reverse, and Cakewalk's surveys show having an ultra-stable, reliable program as a priority (the "I already have enough compressors" syndrome

).
So, you pay one time and get
all future fixes and enhancements. Suppose Cakewalk had continued with the $150/year upgrade cost. After 5 years, you would have spent $750 and who knows if the "goodies" would have been things you wanted to buy or not.
Now suppose you paid $199 for the updates for life. In five years, you will have spent $199, and whatever discretionary income you wanted to spend on "goodies." You - not Cakewalk - controls how much you spend, and what you buy. I think CW pretty much had to take this approach because at this point, SONAR Platinum provides a very complete virtual studio. I suspect that as the years roll on, fewer people will want "more goodies," and programs will become more a la carte. I think there would be resistance to upgrades where users couldn't choose what the upgrades would include.
What is completely clear is that you're getting updates and fixes to the SONAR program for life. If you look at what happens when you download the "core" SONAR updates each month, it's usually a pretty substantial list. Imagine what that will add up to over five years, and I think it's easy to make a case that the money spent on lifetime updates will be money well spent. As a bonus, you can choose to buy some, none, or all add-ons, depending on your needs and financial situation.