The main reason support teams stay on a helpdesk they dislike is that moving looks like it will cost a month and lose the history. The history part is real. The month is usually spent carrying across things that should have been left behind.
Keep the conversations, the contacts and the attachments
An agent who opens a thread and reads ‘imported from previous system, see archive’ will go and open the archive, and now you are running two tools. Attachments are the part most migrations skip, because they are slow and heavy, and they are also the part agents reach for most: the screenshot that explains a bug from three months ago. Budget for them properly. On one 180,000-conversation import the attachments were about 4 percent of the records and 70 percent of the transfer time.
Leave the tag taxonomy
Any helpdesk that has run for three years has 400 tags, of which 30 get used weekly and the rest were created once by somebody triaging on a Friday. Migrating all 400 imports the mess and gives it a clean interface. Pull a usage report for the last 90 days, carry across anything used more than 20 times, and map the remainder to nothing. Almost nobody will notice. If somebody does, recreating a tag takes 15 seconds.
Leave the automations, then rebuild the ones you miss
Automation rules are the hardest thing to migrate and the easiest to overvalue. They were written against the old tool’s fields and conditions, so a faithful port is not available to you anyway. Start with none. Inside two weeks the team will name the four or five rules they genuinely miss, and those get rebuilt properly instead of ported badly. A team that ports 90 rules spends the next six months debugging rules nobody remembers writing.
Run both for ten days, then close the old one
Set the shutdown date and put it somewhere everyone sees it. A parallel period with no end date becomes permanent, and a team split across two inboxes answers slower than the same team on either one alone. Ten days is long enough to catch what the import missed and short enough that nobody settles in.

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