Cleaning up my computer (Mac)

One of the problems with how well integrated and how smooth moving from an old, tired Mac to a new machine is that a lot of old cruft gets carried along. For the most part, since you typically upgrade to a faster, with more memory system, it isn’t a big deal to carry a lot of baggage.
Additionally, it is really easy to migrate and bring all your old programs, data and other items to the new system. The net result is that after 2 or 3 upgrade cycles, you have built up a lot of cruft on your system. While I don’t advocate deleting data, and I consider all my photos to be must haves, if you are like me, you probably have installed many programs on a whim to try out, but never used them after installing them. This is a good time to clean that up.
The motivation is simple, in a week or so, my new MacBook Air will arrive, and with it a 256G SSD on board. My current MacBook Pro has a 240G boot SSD, and a whopping 750G spinning disk where the data files are stored. There is about 400G of stuff on that drive, and that isn’t including my video collection (another couple hundred gigs parked on my Drobo).
Clearly, some sacrifices must be made. I know that I am not going to be able to keep my iTunes library on the MBA. But, fortunately with iTunes match, and iCloud, I can stream my collection seamlessly. Besides, I have gone to using my Spotify premium account for most listening, something that will work well for my MBA.
Instead of moving my applications, I just decided to start from scratch. That way, I can install what is important to me, and by neglecting to re-install, I can keep my foot print to something reasonable.
I have gone to using Dropbox to sync and maintain all my “working” documents, so that they are available wherever I am at. My documents directory is going to be pretty bereft of files, but I view that as a good thing.
It is going to be a busy weekend, but I don’t mind. Tripping down memory lane, one file or program at a time.