It's surprisingly easy once you get past the fear of sounding stupid. I just did it myself this weekend at a con near here. By the time I swallowed my tongue and actually talked with Danielle Corsetto from "Girls With Slingshots," we wound up having a great conversation about cats and working for newspapers.
Be friendly, but not overwhelming. Have an art sample or a card ready. I had my iPhone and showed off the comic, which helps because Isa's art is amazing. Show that you're just as serious about this as they are, and it'll be amazing. I wound up talking with this one webcomics writer who is in the same situation I'm in -- his parter-in-crime is across the country. He gave me lovely tips for doing cons as a writer alone.
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Be friendly, but not overwhelming. Have an art sample or a card ready. I had my iPhone and showed off the comic, which helps because Isa's art is amazing. Show that you're just as serious about this as they are, and it'll be amazing. I wound up talking with this one webcomics writer who is in the same situation I'm in -- his parter-in-crime is across the country. He gave me lovely tips for doing cons as a writer alone.