The Best Fan Artist category was not one of the original Hugo categories in 1953, not introduced until 1967, when it was won by Jack Gaughan. The award has been presented every year since then. Gilliland was nominated for the Hugo every year between 1978 and 1985, winning that award in 1980 and for three years running from 1983 to 1985. While several fan artists have won the award more times than Gilliland, his three year streak ties those of Tim Kirk and Brad W. Foster for consecutive wins.
The Fan Activity Achievement Awards, or FAAN Awards were founded in 1976 by Moshe Feder and Arnie Katz. Created to highlight writing in fandom, they differed from the Fan Hugos in that they were voted on specifically by fanzine fans. The original awards were presented at various convention. Following the 1980 awards, the awards were on hiatus until 1994 and have been presented each year since, with the exception of 1996. Alexis Gilliland won the last of the original run of FAAN Awards for Best Fan Artist—Humorous, his third sequential win. The first winner was Bill Rotsler. The category was not revived after the hiatus, being combined with the Best Fan Artist—Serious category and replaced by the Best Fan Artist category. Gilliland was nominated for The FAAN Award for Best Humorous Art in three consecutive years from 1978 through 1980.