Back when it was (briefly) available, I shelled out for Lifetime Diamond membership as an early Christmas gift to myself. At first, it seemed a bit daunting price-wise, but then I reflected on what my friends were shelling out to finance their golf & fishing pastimes in a given year. No brainer!
Also, in a somewhat related story, our resident Directors of Content are creating a series of "Study Plans" even as we speak, specific to different skill-levels and designed to organize the site's learning tools into a coherent plan to up your game! No ETA yet, but it should be very useful.
If you are going to upgrade to a diamond membership and gain access to ChessMentor, then I think you will find a number of courses to be valuable. Silman has a 300 lesson monster called "Elements of Positional Understanding" that sounds like it's just what you need. I've struggled through most of it and it's certainly opened my eyes as to what good chess is about. A little over this old patzer's head, but still a nice way to find out how real chess players think. That's the most obvious course for you, but you'll find a number that deal with the middle game that will probably help. OOPS It's actually called "Roots of Positional Understanding"
Well heck I might consider it too then. Thanks Baddogno. you have a good head on your shoulders.
Thanks for the kind words. For what it's worth, the Diamond membership here is maybe the best $100 investment I've ever made. I understand people's reluctance to go for it. We all have chess book collections and we all know that if we could just find some way of getting that knowledge off the pages of the books and into our heads, we would improve immensely. Unfortunately it takes a commitment that most of us just can't accomplish. ChessMentor is a much more efficient way of transmitting chess knowledge. I also realize that because of all the crappy chess videos on youtube, people may be a little leary of the ones on chess.com. Believe me; they are of much higher quality. I know I sound like I'm shilling for Chess.com, but it really is my sincere opinion.