I never go out for a walk without a hat on and my iPhone armband.
The pile of hats is so that I can choose which one goes with my outfit...sort of.
I usually just pick the one on top (of course it's a Disney hat).
The purple "thing" behind the armband is a FlipBelt https://flipbelt.com/), which I use to carry my inhaler and keys.
For me, this is every day.