How Important is Quality of High School in Acceptance to Elite Universities?

He’s certainly very strong. How he does on this year’s Olympiad paper (i.e., consistency of performance) will also reveal where he’s at and which curriculum and/or enrichment activities might suit him.

FYI, in my D22’s high school class, the strongest math student won “book awards” with some regularity and ended up with 1 HYPSM offer but decided to pursue STEM (but not math) at Oxbridge; what impressed me most was that she seemed to be achieving these results with relative ease.