No key required. Downloading the stuff can be lengthy, but you don't have to be sitting in front on your computer during the download. If you have to create a VM to run the program, then that's a Mac thing that you brought on yourself.
Yes its easy to be lazy (I've got no problem with paying someone to do things for me), but the reality of this task is its really pretty straightforward, and recoding after a trip to the dealer for an update takes less than 15 minutes. Only real cost is the cable ($20), which you'd have to get to have someone do it remotely for you.