1) Install click-to-dial or another PC application that supports tel: URIs, and then run a windows scheduled task every day to triger tel:extensionnumber
2) Write yourself a desktop app that does it via CTI
But to be honest, there's no point auto dialling if you aren't there to speak to the other staff member - so you may as well just set up a speed dial and hit the button yourself. If you are concerned you'll forget, set up a recurring outlook task as a reminber!
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Don't know if this would help you specifically but perhaps this would work?:
Which you can then schedule:
It's a third party app by a Cisco Development Partner. Variphy Insight. You can ask for a free trial from their website. Mention that you found them via the Cisco Support Forums and you'll get an extension license key to trial the software for 90 days vs. the normal 15 days.
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