1. G Suite Sync for Microsoft Outlook® allows you to use Microsoft Outlook® 2003, 2007, 2010, 2013 and 2016 effectively with G Suite. You get the cost savings, security and reliability of G Suite, while employees can use the interface they prefer for email, contacts, calendar and notes.
2. Google Apps support has pointed me to their IMAP migration tool, but it does not state that Mac OS X Server is supported, only just Microsoft Exchange. Google Apps includes a range of email migration options to allow you to.

So my K-12 school district is looking at migrating away from MS Office and Exchange to Google Apps for Education. I'm looking for both good and bad experiences had by others, mainly dealing with cost (i.e. if you were leasing MS software via campus agreement / EES and had to purchase licenses for Windows, etc...) and loss of functionality. The plan is to eliminate Office all together, which I see going over like a lead balloon, especially with Outlook. Thanks!

Google Apps Migration Tool For Outlook

Migrating email from Outlook on Mac to Google. Google Apps to Outlook 2010 Setup - Duration. Migrate.PST File to Google Mail using the GAMMO Tool - Duration.

Apple Windows Migration Tool

EDIT: Thanks so much for all of the responses! This gives me a lot of things to bring to upcoming meetings about migrating.

Migration App Windows To Mac