F/8  In short: STAY AWAY FROM Extensis Portfolio.

I've been using Portfolio since version 7, on PC. Now I have a Mac, and am trying out version 8 with latest updates.

But this software has become a nightmare, especially in view of the newer Bridge and Lightroom which do a better job.

Portfolio issues:

Keywording is a disaster. Especially when you consider that this is supposed to be an expensive DAM program. This alone is enough to ditch the software. Lightroom does such a graceful job with keywords, with hierarchy unlike Portfolio.

Slugish. On my 8-core 2.8Ghz MacPro it is even slower than on my PC. Go figure.

Expensive to buy and to upgrade. Even more so if you are not a US citizen.

Unstable. Give it a few tasks to handle and it will hang and crash. I keep sending in the crash reports to Extensis, but never get any feedback.

Cannot rotate an original unless it is a jpeg.

Does not integrate well with Bridge or Lightroom.

Did I mention that keywording REALLY sucks and it is outrageously expensive for what it is?

Do your self a favour and do not buy it. It was once useful when it had less competition, but today there simply is no need for a single user to get Extensis Portfolio. I'm so disappointed with the money I spent on this bloated piece of junk.  
(Version 8.5.2)