Looked through the various "creative" job listings, and applied for three or four things before imposter syndrome kicked in. It's easier to be brazen in email - they can't actually laugh *in* my face, for a start, and I figure I'm only wasting a couple of seconds of their time instead of a half-hour. I even did 1950s-style hair and makeup on myself and had green_trilobite take a bunch of head shots so I could apply for a stylist job on a photoshoot. Unfortunately the ad asked that I name my salary expectations: on the one hand, any real stylists I looked up had a payscale that was way higher than I was comfortable asking for given my total lack of history doing makeup on anyone but myself (and the occasional fellow-performer in amateur theatre); on the other, asking less would probably give myself away as an amateur. Eventually honesty won out and I cited the hourly rate I usually get for office work. I guess the worst that can happen is that they won't respond. Actually it'd probably be scarier if they did respond and I have to keep faking it. Aargh.
The other one shows the make-up better, but my long face looks better in profile than front-on.
Having googled "imposter syndrome," I suspect I'm misusing the term. Apparently you have to actually be successful first, and then feel like it's all a mistake.
ETA -- Well, I actually got a fairly nice reply that wasn't a "no," so I'm at least under consideration. : )