Yes, we'd definitely trust this man with our life savings. He may well be pulling in $500k a year, plus benefits, plus car, plus no one checking his expenses in that much detail and just signing them off - but he's still canny enough to buy his glasses from the budget range.
A pair of $69 ViewMax Opti-clear glasses do the same job as a pair of $499 frames from Red or Dead, after all.
Another button-down shirt collar. What's the worst thing that can happen if you don't button your collar down securely? The worst thing we can think of is that in extreme winds you might get you chin tickled a bit. Is that really such a problem? It might feel nice.