I think you're making a derisive judgement on his fashion choices, from the distance of a couple decades. This is always an error, but you should see his "vest" years!

As it happens, there's a story behind the choices of black turtleneck (very specific maker), Levi's (5xx?), and New Balance (993s). They are the results of deliberate application and prioritization of optimizations -- evaluated by his personal criteria only, of course. You might think I'm kidding, but I am not.

> black turtleneck (very specific maker)

Pretty sure that's Issey Miyaki.

> They are the results of deliberate application and prioritization of optimizations -- evaluated by his personal criteria only, of course. You might think I'm kidding, but I am not.

I believe you 100%. None of those words is synonymous with "good taste".

There is no "good" in this equation, but clearly the decisions were the result of the application of large amounts of "taste".

But see above re: application of current sensibilities to historical fashion decisions. Always a mistake.