From the pictures it looks like these have a “normal” height at the ankle, as in they’re not low cut like Sperrys Top Siders. Sperrys look weird with visible socks.
Any concerns like that with the Daily’s?
I would say no.... the inner ankle is cut a little low as opposed to offering a bunch of extra padding, and the outer is higher and more typical height. To me, looks very comparable to "skate" shoes but without the clunky padding. And is fine with socks.