Yeah, it’s $375 to upgrade from CS5.5 to CS6 (or at least it was when I did it). For me, CS5.5 ended up being practically worthless as I use multicam a bunch, not to mention it seemed like there was a problem like you’ve pointed out around every corner. I jumped from FCP7 over to FCPX for a second when they released multicam, but that didn’t last long. I personally do a lot of finishing in After Effects, so the dynamic link option is perfect for me in CS6 BUT! there’s no way to flatten multicam sequences in CS6 (it is an option in CC) and the work around for getting the clips to AE through dynamic link is very cumbersome. So I’m personally wondering if they’ve got me by the you know what, and I’ll be switching to CC soon (important note, I can still effect/color individual edits as long as I stay inside Premier).. And I complain about this, but just think of a few years ago when were messing around with automatic duck and jumping through way more hoops to get to a coloring program, so I shouldn’t complain.
That’s all a long winded way of saying for me, CS6 is a very well rounded NLE that I can’t find any holes in except the dynamic link to After Effects. CS5.5 however, is unusable for me.