Esrog,
I have had short stories published in local papers. They are always looking to fill space. Of course I did not get payed per word or at all for that matter. It was more just for my enjoyment.
If you are interested in working with Jewish newspapers, you should think of some ideas for a feature series. Give specific ideas. I have done so with one paper and was given the go ahead, although I have not done it yet.
What you seem to want to do is to get into the ad business. I don’t know how you would go about finding a job in that industry. I would suggest checking listings on Craigslist.com or Talentzoo.com. The latter is probably a better place to search.