Would this be appropriate to wear as an intern?

Sara

Personally I would keep the neckline higher and overall look less frumpy, I'm just wondering about the converse? I have similar pieces in my wardrobe but never dared to wear my converse to work.

I'm a graphic design intern in a high-level job. The atmosphere is rather relaxed though; my boss will sometimes wear her checkered Sketchers to work.

Should I dare?