Hi,
wow Mesh ...
I have never thought of your ability to play guitar, or Strummy's or Bapu's or anyone else's, as a "weakness" or a "strength". That is not true in any sense of the word at all!
You have jammed and learned via rock music, but you never tried playing your guitar with the 1812 Overture, or Nights on Bare Mountain, or with Eroica, or with Vaughn Williams ... which would have helped you learn something else ... that would get away from the song structure idea and concepts that are only a few minutes long ... and you would teach yourself a few different things that would not fit the process of a rock song.
Jazz in America has a funny way about this, and sometimes a lot of lounge lizard jazz is just scales and notes on a theme, because the ability to fly around anything is different, and many times, the guitar is the lead instrument setting up the piece of music, and not exactly a piece of music that is a trip for all the players! Everyone is secondary to someone else, and this has a tendency to limit your ability to take off and experiment in my book, even though Miles made an art out of this and then some!
You might want to start checking out the stuff that Manuel Gottsching has done, for example, and if you want to see a guitar going crazy, just get "In Blue" with Klaus Schulze. Some might say that it is just a jam, but when you hear it, it doesn't feel like a jam at all. All of a sudden, you get a feeling, that there is more to an instrument, and music ... that is NOT a SONG ... and I think this is the only thing that you want to look at ... and at that point, is when rock/blues can either extend itself (progressive) ... or die doing the same thing.
So I say ... learn to jam with something else ... put on Debussy! Put on the Cement Machine (Faust joke!!!), and later, you even learn to play sight unseen on anything ... you catch a chord, note or feeling and off to the races you are!