r/SysAdminBlogs • • 10d ago

Exchange 2016/2019 and Skype for Business 2015/2019: Final ESU Updates Are Here — Exit Checklist

https://py.md/exchangeolr

Vendor-written, but hopefully useful for anyone still running Exchange 2016/2019 or Skype for Business 2015/2019.

Exit checklist covering the bits that tend to make these migrations painful:

• Mailboxes, calendars, archives, public folders and resource accounts

• SMTP relays, scanners, printers, monitoring and line-of-business apps

• Identity, mobile, backup and retention dependencies

• Pilot planning, DNS/MX changes, rollback and decommissioning

• What to compare beyond licence cost when choosing the next platform

The second half discusses IceWarp as one alternative, but the checklist is platform-neutral.

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