We currently host our own Wiki and I am tasked with finding out about the ramifications of switching to the Cloud version.
The first thing that comes to mind is how do we integrate with our corporate SSL?
What other issues may we run into?
Atlassian Cloud instances already have SSL provided, so you shouldn't have to integrate it.
For other concerns, please see the paragraph on this page about supported plugins:
After migrating your data, you'll need to install any compatible add-ons, like Questions for Confluence and Team Calendars for Confluence.
Some third party add-ons are only available for Server, and will no longer be available after you migrate. You can check whether your essential add-ons are available for Confluence Server, Cloud or both on the Atlassian Marketplace.
Here is another guide to review before migrating:
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