I run my own servers (MAMP), and I've never been able to get the one-click updates to work - in fact, I've never been able to get anyone to tell me what the problem is, though I've asked on a number of WP forums. The typical answer I get is "It's a server thing". Yeah, brilliant... I figured that out already. If you can shed some light on that little problem I'd appreciate it greatly.
So I installed this updater on a test install with WP3.4.2 and five slightly out of date plugins which are available through WordPress.org, hoping that maybe, just maybe, it would be able to do an end-around on the above problem.
So far, no such luck. I've installed version 0.8.2. No emails indicating success or failure. (checked spam folder)
How long before it checks for updates? I have it set to the default 3 tries, checking both core and plugins. I also turned on debugging, but that's not going to do any good if I don't get the email.