Welcome to WebmasterWorld Guest from 220.127.116.11
I was lucky enough to get a free listing but it's in a bad category and not very relevant. Can I do the 299 submit and get a second listing? Is it possible that I could endanger my free listing by doing this?
That is incorrect. There are many many examples of domains with multiple listings.
As a quick check, just search the Yahoo directory for yahoo.com. Almost 8,000 listings! :) Even google.com has 75 listings.
I also have an, um, "friend" whose site has multiple listings. Although they are from several years ago, before the non-commercial requirements and all the paid inclusion stuff.
what is a commercial site?