Hey Barry:
I think it might be fair to say that I have gotten more mileage out of the Major II V I lessons based on your Charlie Parker transcriptions than virtually any other lesson on your site (which is saying a LOT--cause I get tons out of every lesson!) Those 8 simple lines (based upon the 7-3 movement and the incorporated b9) have totally transformed my ability to play over II Vs and I encourage anyone who hasn't checked them out to do so. Both your more recent Major II V I lesson and the older one (where you use Tune Up as a vehicle) are just tremendous resources (also the Linear Turn Around Secrets lesson). Occasionally in those videos, to illustrate where the simple concept can ultimately take one, you'll take off and play a series of lines at blazing tempos etc. and say something about how one can become a "bebop machine" once these lines have become internalized etc. I'm not there yet and my lines STILL sound collegiate and I STILL just recycle that basic scale line on the II chord etc. Anyway, I KNOW you've already given a lot of attention to this concept, but given the transformative impact that it can have, MIGHT you consider doing a lesson based upon how to integrate these lines more fully into one's playing, how to be creative with them and how to achieve "bebop machine" status with them? I'd sure appreciate it. And the open invitation to St. Croix remains ;-) Thanks!
-JGC
Man, I wish I had a simple answer for you. I just listened and transcribed line after line. Over time you just assimilate the language, the flow of the lines becomes very natural. The lessons you mention give you a very firm foundation but ultimately you're going to have to find your own way of turning these ideas into art. It's the most common question I get and the most difficult to answer. This is why there was only one Wes Montgomery. He did what you are seeking with absolute ease. Just keep at it.