A Slack to Teams switch looks clean in the pitch deck. The mess is in guests, message history, and integrations. Here are the questions to answer before you flip the switch.
The post Switching From Slack to Teams? Questions to Ask First first appeared on VentureLab.
On paper, moving from Slack to Teams is a line item in a Microsoft 365 rollout. In practice, the switch lives or dies on three unglamorous things: your outside collaborators, your message history, and the integrations nobody wrote down.
Plenty of companies are making this move in 2026, usually to consolidate on Microsoft 365 and cut a separate Slack bill. Microsoft even released a free tool to migrate Slack channels into Teams. The pitch is smooth. The reality is that a chat platform is where years of decisions, files, and workflows quietly accumulated, and not all of it comes across cleanly.
The switch itself is manageable. What trips teams up is discovering, a week after cutover, that direct messages did not migrate or that a critical Slack automation has no Teams equivalent. These questions surface those gaps while you can still plan for them.
The Short VersionBefore switching from Slack to Teams, confirm three things. First, how external collaborators will work, since Teams handles guests and external access differently from Slack. Second, exactly what message history moves, because Microsoft’s free migration tool covers channel content but not direct messages, which need a third-party tool. Third, whether your Slack apps, workflows, and bots have Teams equivalents. Sort out guests, history and retention, and integrations before cutover, and the move is smooth; skip them and you find the gaps after everyone has already switched.
Table of Contents
Start with a clear-eyed inventory of what the migration carries. Microsoft’s built-in Slack to Teams migration tool moves content from Slack public and private channels, including messages, files, and memberships, and it is free. That covers a lot of your shared history.
The gap is direct messages. The built-in tool migrates channel content, not one-to-one DMs, which is where a surprising number of real decisions and file handoffs live. Moving those requires a third-party migration tool and a separate plan. There are quirks in the channel migration too: a thread reply that was also posted to the whole channel can arrive in Teams as two separate messages. Knowing this before cutover changes how you set expectations with your team.
Questions about guests and external accessThis is the first place Slack and Teams genuinely differ, so ask these before you invite anyone.
If your admins hit invitation errors during setup, our guide to Microsoft 365 guest invite permission errors covers the common fixes.
Questions about message history and retentionHistory is both a continuity issue and a compliance one, so treat it as two questions.

Integrations are the least visible part of the switch and the most likely to break a daily workflow. Audit them before, not after.
The same discipline applies to any tooling move. Our checklist on questions before you migrate a CRM is a good model for auditing integrations and data before a cutover.
Questions about governance, licensing, and costThe cost case is usually the reason for the move, so confirm it holds.
Channel history does, through Microsoft’s free migration tool, which moves messages, files, and memberships from public and private Slack channels. Direct messages are not included and require a third-party tool or a separate export plan.
Is there an official Slack to Teams migration tool?Yes. Microsoft released a free tool, available in the Microsoft admin center, that migrates Slack channel content into Teams channels. It became broadly available to commercial customers in 2026 and covers channels rather than direct messages.
How is guest access different in Teams?Teams distinguishes guest access, where an external person joins your organization as a guest with defined permissions, from external access, which connects whole organizations. Slack’s guest and Connect models do not map one-to-one, so decide the right setup for each partner.
Will our Slack apps and automations work in Teams?Not automatically. Some popular apps have Teams versions, but parity is not guaranteed, and Slack Workflow Builder flows, custom bots, and webhooks must be rebuilt, often using Power Automate. Inventory them before switching.
Is switching to Teams actually cheaper?Often, because Teams is bundled with most Microsoft 365 business plans, so teams already paying for 365 drop a separate Slack bill. Confirm your specific plan includes the Teams capabilities you need before assuming the savings.
What is the most common thing teams forget?Direct messages and automations. People assume the migration carries everything, then discover DMs did not move and a daily Slack workflow has no Teams equivalent. Both are fixable with planning, but painful as surprises.
What To Do NextBefore you announce a date, run the inventory: external collaborators, the history you must keep, direct messages, and every app, workflow, and bot with an owner beside it. Match each to a Teams plan, then set retention and guest policies on purpose rather than by default. The teams that switch smoothly are the ones that treated Slack not as a chat app to turn off, but as a system of record to migrate carefully. Do that work first, and cutover day becomes boring, which is exactly what you want.
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