Looping the wp posts

I got a blog with over 2500 posts which is time independent, I would like to loop my post. How can I do that? I also want to add/remove posts meanwhile. Maybe start looping with the oldest post to the newest to date and then start over again to the oldest?

Can someone give me a direction what would be the best option, and how I can do that? (possibility to hire someone to get the job done).

Example:
I got 2500 posts, the most recent post date is August 3, 2009. For tomorrow August 4 I would like to use the post with the oldest post date, for example: September 10, 2008. For August 4, 2009 I would like to show the old post of September 10, 2008. The old date should be updated to August 4, 2009. This way I can loop al my posts.