Like many here, I follow the IMSB failure reports across most Porsche forums pretty religiously. I'm a little worried about my 987.1 June 05 build Boxster, but from what I've gathered scouring the web, there are very few failure reports from June 'O5 (MY 06). I'm literally on that line. I chose to bolster my savings, invest and enjoy.
That said, the two indies I frequent (both almost exclusively Porsche and one preps race cars): one has seen a few blown 986s and no 987s, the other hasn't seen a single IMSB failure. Both claim to be very well aware of the Internet worries and both say don't worry about it.
Many will disagree but my two pennies are: if you have the option to upgrade, do so while you're in there for other work, if you don't have that option (06 on), just enjoy the ride (oh, and stuff money in a sock somewhere).