I'll bet you're an engineer, data scientist, or other technical professional, not simply b/c you're here, but b/c your response to Wallace's use of ambiguity and multiple layers of meaning reveals as much about the nature of your own relationship with language, which I'd guess prefers that things should be clear, precise, and have singular meaning. (I'm certainly oversimplifying you, so apologies.)
Look into "cognitive decoupling", and you may find a dichotomy that illustrates some of your reaction to Wallace.
https://everythingstudies.com/2018/05/25/decoupling-revisite...