Fantastic idea! It's confidence mostly. I have a tendency of comparing myself to the greats, the artists I love and follow on Instagram, Artstation, DeviantArt etc. It's hard to divide yourself from that. But I guess that is human nature.

I live smack bang in a city, so that should be quite easy for me; it's just PUSHING myself to do this and get the confidence. I create a scenario in my head where I'm doing the commission work for a client and then I imagine I'd get all flustered and think they'd hate my art every single time.
Hard to disassociate with that one.

That may be a good idea too! - I bet there is a sub steemit archive with commissions for artists.