Hi, My current 15" MBP is a Late 2008 2.4 250HDD, which I upgraded to 8GB ram from its original 2GB, which has really prolonged its yrs of use. It's been a great machine and to be fair still does the job. The battery life is now 1-2hr so it's pretty much become a desktop machine. My main grip with it is how long it takes to boot up (I need to allow 10 mins before it's useable) and using the Finder and opening documents is sluggish, but I suppose that's nothing a new SSD wouldn't solve. I'm close to pulling the trigger on a 13" rMBP 2.8 i5 with 512GB SSD. I'm drawn to being able to work away from my desk, and taking it to client meeting rather than just my iPad. I'm a freelance Web designer so I make my living working from my mac. My usage is mostly Sketch App, Sublime Text, Chrome (with lots of tabs) with Mamp and Codekit running. I'll often have some use for Photoshop, Indesign or Illustrator at some point in a day (I'm running CS5 not the new CC suite). I have multiple programs open (I don't like to close, just incase!) I would like to have a virtual machine for IE testing. So my main question is 8gb or 16gb of ram? I'll most likely have the machine for 3-4 yrs. I know you can't upgrade the ram in the retina screens so I'm wondering if 16gb is worthwhile in the long run. I've gone with the top spec 13" as I want the 512 SDD. I currently have 250HDD and it's almost full, every few months I need to do a clean up.