Issue #2 was the toughest regular issue for me to find.
Issue #1 seems more common to me, though I agree a price of around $20-$25 seems reasonable.
IMO Issue 14 is the only one that is truly hard to find and I am still looking for one myself.
It was only released in August of 1999 at Gencon.
I still do not have a copy of the PDF that was issue 15 either (this sites
JG subweb link to that PDF goes nowhere
BTW)