Lifehacker has this post on a command line feature that will invoke Skype to call a phone number. Looks like it works! Now you can schedule wake-up calls to your cell via Skype. The command (for Windows) is:
c:\Program Files\Skype\Phone\Skype.exe /callto:001XXXXXXXXXX
(replace X’s with 10 digit phone number)
1. Run command
2. Skype initiates outgoing call
3. Phone rings!
Cool stuff. Now all you gotta do is write a script that will initiate the call at a certain time to fully automate it. Maybe throw in a web based interface and hook it up to the web so that you can schedule these “reminder” calls from anywhere with internet access.
* At time of writing, Skype offers free PC-to-phone calls to US and Canada