I pretty much ride alone and my Trek is old and a tad beat up with various used Dura Ace generations. My calipers were NOS so there is that.
I have a mix of clothing that screams discount.... I wear sweats with an ace bandage shin to ankle when it gets cold because ....you know ....aero.
I only feel fast and as a one man pace line I never get dropped except by e-bikes, hippies on single speeds or college kids on vintage rusty and squeeky 10 speeds.
Any new part I buy has to be seriously discounted such as my Easton carbon bar that I'm pretty sure is way undersized for me.
I guess I fit somewhere in the middle of that diagram and to be honest I'm too old and cranky to care. I am looking at new bikes tho so maybe my bike will start to get some style points.