Not totally newbie is required send first at all. It depends on situation but common practice is to have escrow rather than involve on escrowless transaction here no matter how reputable the person you are going to transact. I get what OP terms since I involve in too many business transaction including this one. Many customer are dodging to paid the arrist once he didn't want the outcome.
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@OP. Try to send me sample of your art and maybe I can help you to market it at the right section with right buyer.

Well, last time when I sold a gift card (not on this forum), I'd to send over first as the buyer was reputable.