It’s been about 2 years since I completely switched to using Google Apps for our business and Gmail specifically; I haven’t opened Microsoft Outlook since.
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If you love Microsoft Outlook but want to try out Google Apps for Business, the best way to go is use the free Outlook Sync application that Google supplies. It lets you continue using Outlook but syncs your email, calendar, and notes with the Google servers.
It’s the perfect way to smoothly transition using Gmail to replace Outlook without having to go cold turkey. Let me give you my own story as an example: