Question on my impending purchase

I plan to purchase NIS 2010 (because the vendor had 2010 for a cheap price), with a

Free Upgrade To Version 2011.  My question is since I have 73 days left of my 90 day trial, should I just wait to purchase until the trial is over?

 

Also, I'd like to put a profile picture of a sand and beach on my profile as my avatar (stored on my computer) but can't figure out how to.

 

Matt