My website isn't exactly a place where tracking progress is relevant subject matter, but as I progress in my skill sets, the website will get better.
I tried to set concrete goals instead of "get better at" or "master..." goals. My goals are actionable and progress is pretty easy to track.
For example, one of my skills is woodworking. My goal is to take 2 classes at Woodcraft- one in joinery and one in finishing. There are master craftsmen who work their entire lives mastering joinery- there are all kinds of disciplines, methods, etc. Today anyway, I have no plans to become a master woodworker. I simply want to improve my overall woodworking skill set and to take these classes will help me attain "getting better at..."
My plan is to update my progress within the goal description on 13skills.com. So, after I take one class, I'll post- Update took joinery class 2/13/13. Scheduled finishing class for 4/15/13. When both classes have been taken, I will mark the goal as complete and set a new goal within the same skill. If I manage to take 6 classes in 2013, then by the end of the year I will have several updates on the site and can happily mark Woodworking as a skill I've improved upon in 2013, with all my progress logged right there.
The Masters will tell you that when you get to their level, you only realize exactly how much there still is to learn. It's all about the journey, not the destination.
But anyway, that's how I plan to track progress.