Money! Online pubs need a lot of offline advertising. My daughter has worked in radio and tv and I see how much it takes them to advertise offline. AND they are the big time markets......
If I were you I would concentrate on some sort of niche markets......
Bands that are playing in your market, festivals, flea market promotions, yard sales, special events or FSBO cars, FSBO houses, FSBO house hold items etc.... Or anything else that is missing/undercovered in your local paper.
then build off of that.
One local website that is doing really well is:
http://www.4sale4u.net/
later......
Pappy