I typically end up dressing nicer for a meeting and getting flack or wearing a t and getting flack from the other end. anyway, I've been thinking of creating the "perfect blending" outfits that are more ready for whatever/whoever. Something that has a bit more range.
I know the devil is in the details, but right now I've been thinking:
chucks (burgundy brogued shoes under my desk just in case)
grey chambray or ocbd
some sort of cotton jacket in the closet (again just in case)
i don't know. what do you wear when you're going out, and it could be a bro bar or an art show? meeting with old money or an artist who hasn't showered in a week?
I guess I need to feel more comfortable in whatever I wear, but picking things that have more range seems like it would go a long way.