I recently added Towny to my server, I also have Iconomy. I have been searching all morning for ways to earn money for towny. I planned on making my server public today but cannot until I figure out how to have players earn money so they can use towny. Thank you in advance for anyone who is able to point me in the right direction.
MCJobs is a good one to get money. You could also use ChestShop and have players sell and buy items there. I currently use both on my server.