Thanks Muirenn! Some answers:

Had my sit-bones measured on the box at the LBS. Have not done it myself. Can't find a medium that will hold the indentations. (exercise mat, foam seat) Might have to do the bag of flour trick!

Bike fitting yes - for a VERY long time. I do not believe riding style has changed much. I do have a tighter right leg/hip issue that may be preventing me from extending my right leg as much. And I do unclip my right leg, so more weight in left leg.

Street shoes = 10 ish. Bike shoes 41.5 SIDI T1. I have had the numb toe issue in about 4 different pairs of bike shoes and I get it when I ride in gym shoes as well as Keen slippers.

Saddle position has been measured with the plum-bob technique. I'm supposedly right where I should be. Has been measured in the current saddle/shoes set up. I feel like I could go back further though.

The SMP Dynamic has a very, very gentle cutout area. It's almost flat. The more pronounced cutouts seem to make my toes numb - but less inner leg bruising. sigh...

I'm actually considering a Brooks. They are cheaper than the SMP!!!