Under what circumstances, if any, is it appropriate to give unsolicited clothing/style advice to someone of equal or lower rank at work? If appropriate, what's the best way to deliver the advice? My situation: there's a guy at work I respect a lot who happens to be a couple rungs lower than I am on the org chart. His general appearance could be improved substantially with some small changes (e.g., better shoes, v-neck t-shirts, etc.). I'd like to help him out, but I don't know him well enough to be considered a friend. Anyone have an experience to share?