When I say ball cap, I mean like this - not some sweat-lined Blue Jays cap (which I'm wearing on a Zoom call right now!) or a Flames cap from Young Guns era. Something like a Stussy cap, maybe a five-panel cap from a fashion brand.
This wasn't far off what I wore to my current job interview. My one suit was darker,so I matched it well with a low-profile tweed ball cap and a pair of fresh III's I had snagged. I mean hell, right down to the Wayfarers, it's snazzy, modern and most importantly, comfortable look if you must be in a suit. (edit: no pocket square though - I can't make one work)
The CMO who hired me said one thing that stood out was my confidence to show up the way I did. I'm sure other execs may have had a different take, but I wouldn't want to work anywhere where I couldn't bring my whole self to the job. It's extremely privileged, but I'm also really good at what I do in marketing/advertising.
