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Between my personal projects, one-offs for work and other sites where I'm the defacto web guy, I have a few dozen domain names that I would like to keep track of with several registrars and a few TLDs.

Is there an app that monitors in such a way ?

Ideally I'd just like one email a month with the domains that are expiring and the registrars with which they are associated.

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Don't the registrar all email you when they're about to expire? I know GoDaddy does (multiple times). – mbillard Jan 18 '11 at 4:15
Yes they usually email someone, but over a few years I've accumulated domains registered to many different addresses and some registrars (like GoDaddy) spam me about expiring domains as a chance to upsell other services and real notices get lost in the flood. – Dave Jan 24 '11 at 20:52
up vote 2 down vote accepted

UrlPad does just what you want.

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The awesome: it exports a calendar. The less awesome: it seems a little abandoned, it's a little awkward to add 40 domains at a time and it doesn't support .ca domains – Dave Feb 17 '11 at 16:00
Yeah, I've just seen this. I even created a bug in their bugtracker because I got an error when trying to log in with OpenID, but they don't seem to react... A pity, because it looks promising! – fretje Feb 18 '11 at 8:14

You can consider setting reminders in Google Calendar with the option of repeating it every year. You can choose to receive notifications by email and SMS.

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