Hey guys, long time lurker here. I've been working on self improvement for a while now. Just recently in the past year I've been getting comments like: "You are the most 'with it' guy I've met." "He is a very 'with it' guy."

What does this mean? Urban dictionary's explanation was about being fashionable and savvy but this was at a party and I'm sure it was not relating to the clothes I was wearing.