As expected, even after a fit most are going to do a little tweaking because things feel differently on a long ride than they do on a trainer for the fit.

I raised my saddle slowly over the course of a 200 miles or so. There was no noticeable difference until a 70 mile ride or so where I got a decent amount of pain at the connection point of both Hamstring tendons. (This is the tendon that that connects on the back/outside part of the knee and runs up through the hamstring, not to be confused with the IT band. If you put your thumb right above the knee cap and wrap you hand around your bent leg, your index finger wraps right around this tendon) At this point the saddle was about 2cm higher than it was for my fit.

Since then I've started lowering the saddle. The pain in my right leg has disappeared but remains in my left. I'm back down to the original position of my saddle. Even after a short 15 mile ride last night I still have noticeable tenderness, even still this morning. I should note that exertion isn't a factor. I rode a leisurely 12mph for an hour with some family over the weekend and still felt discomfort after the ride.

I can continue to lower the saddle but I know I'm not supposed to go too low because it might cause problems with my knees. I've only ridden about 50 miles with the saddle at this position. Do I just need to let the tendon heal a bit before I ride again? Do I need to keep adjusting? Do I just need to keep riding? Has anyone even felt this type of pain before?

This is extremely frustrating to me since I'm just now gaining enough strength that I can ride 50+ miles and not have any muscle soreness....Now this happens.