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If your FTP set-up prevents it from being automatic, around $30 is a fairly common price for one manual upgrade, with just a few bucks additional for each additional install. Many hosts will do it for free (You probably got that from this thread already.), although I prefer to hit my host up just on the hard stuff. You might just tell your host you want to do the automatic upgrades on WordPress and ask if they can set your FTP for that domain to allow you to do so. Upgrading WordPress is much much much easier now than it was in earlier version though, so you may want to take another stab at doing it yourself. Hope this helps.
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