A few things can be seen from the images. Your Super Sport is set up more like a Rivendell than a typical road bike. I would not be able to tolerate that saddle tilt, some of it's adjustment may come from the high handlebar position. I find it interesting that you comment that on the Schwinn your hands can go numb, at least for how the bike is set up in the photographs.

I missed that the Trek has Dyna-Drive pedals. I have one bike with that crank/pedal set. It made setting up the position a bit of a trick, compared to measure-copy of my other bikes. To get the advantage out of those pedals you need cleated cycling shoes with as thin/stiff a sole and cleat as possible. The whole concept was to get the ball of your foot close to the pedal rotation center. For reference Alexi Grewal used that type of crank to win the '84 Olympic road race. You need straps for these pedals. They cause you to pedal a bit differently, not bad or good, just different. The ball of your foot has to be right at the pedal rotation center in plan view, the toe clips adjust so that can happen as long as you have typical sized feet. Finding alternate sized toe clips for these pedals is a lucky or hopeless search, they were made.

Shimano, way back by the way suggested one use a frame 2 cm smaller than what they would normally ride with these pedals at work. They lower your center of gravity just a bit too. And "raise" the top tube the same amount, when compared to how you have the Schwinn set up, a good thing.

From the diversity of the two bikes, I would consider searching for a shop that has a competent guy who can fit you to the Trek, and comment on the Schwinn.
An "off-bike" set of eyes I think is needed here.

Should you not like the Dyna Drive pedals, Shimano did make an adapter to insert and have typical 9/16" pedal holes.