All comparisons
this+that vs Outlook Copilot
Microsoft's ecosystem, or your whole stack.
Outlook Copilot is Microsoft's most ambitious AI layer yet: agentic automation across M365 with Copilot Cowork, task extraction to Planner and To Do, an always-on inbox and calendar agent in preview. If your team lives entirely inside Microsoft's world, it goes deep. this+that is built for teams whose stack doesn't.
The short version
Deep in one ecosystem vs. spanning all of them
Outlook Copilot's bet is that Microsoft has everything your team needs, and increasingly that's a reasonable bet for enterprise organizations that have standardized on M365. The integration depth within that ecosystem is real. this+that's bet is that most teams aren't entirely in one ecosystem: Gmail and Outlook coexist, Slack runs alongside Teams, GitHub and Notion sit outside Microsoft's control. If your work happens across all of it, you need an agent that can reach all of it.
Feature by feature
How the two products compare across the things that matter most.
| Topic | Outlook Copilot | this+that |
|---|---|---|
| Core philosophy | AI across Microsoft 365. Deep cross-app integration within the Microsoft ecosystem: Outlook, Teams, Planner, Word, Excel, OneNote. | Delegate the work that follows messages. Extract tasks, run workflows, keep teams in sync, across whatever tools your team actually uses. |
| Task extraction | Copilot extracts tasks from email into Microsoft Planner and To Do, auto-flowing flagged items and suggesting owners and due dates. Strong within M365. | Automatic. DoBox reads every conversation across email, Slack, Teams, and Google Chat and extracts requests, decisions, follow-ups, and deadlines as trackable, assignable tasks. |
| Workflow automation | Copilot Cowork is now generally available. It chains agentic actions across M365 apps, billed per task in usage-based Copilot Credits that an admin enables and caps. | Full workflow builder, generally available. 32 action types. Plain-language creation. Conditional logic, loops, and sub-agents across any connected tool. |
| Ecosystem dependency | Microsoft-only. If team members use Gmail, Slack, GitHub, or non-M365 tools, Copilot cannot reach them. | Provider-agnostic. Gmail and Outlook, Slack and Teams, Google Calendar and Outlook Calendar, all treated as one stream of incoming work. |
| Email provider support | Outlook only. | Gmail and Outlook. |
| Channels | Outlook email and Microsoft Teams. No Gmail or Slack. | Gmail, Outlook, Slack, Teams, Google Chat, Telegram, Google Calendar, Outlook Calendar. WhatsApp, Instagram, and Facebook Messenger coming soon. |
| Calendar management | Agentic Copilot (preview) runs Outlook Calendar always-on: auto-RSVPs, reschedules conflicts, rebooks rooms, blocks focus time, plus meeting preparation summaries. | Calendar automation as workflow steps: RSVP, create events, reschedule, manage attendees across Google and Outlook Calendar. |
| External integrations | M365 apps. Copilot Studio supports custom connectors but requires developer configuration. | Open MCP standard. GitHub, Notion, Jira, Dropbox, HubSpot, and any tool with an API, no developer work required. |
| Pricing | $18–30/user/month for the AI layer alone, on top of existing M365 licenses. Can reach $50+/user/month combined. | Free during beta. |
| Availability | Core features and Copilot Cowork are generally available. The always-on agentic inbox and calendar experience is still in preview. | All features generally available. |
| AI drafts | Draft with Copilot is strong: full message drafts, tone adjustments, meeting follow-up emails generated automatically. | Interactive AI reply button drafts from your direction and your brain, and draft-reply also runs as a workflow action. Lighter on trained voice-matching. |
What Outlook Copilot does better
- Deepest cross-app integration in the Microsoft ecosystem: Planner, Teams, Word, Excel, OneNote, and Outlook all connected.
- Task extraction to Planner works well for teams already using M365 project management.
- Copilot Cowork, now generally available, is among the most capable agentic workflow automation any of the big suites ships.
- Agentic calendar management, auto-RSVPs, conflict rescheduling, and meeting preparation, is mature and polished inside Outlook.
- Draft with Copilot produces high-quality email drafts, including context from the broader conversation thread.
- Prioritize My Inbox (Priority View, with a Microsoft 365 Copilot license) scores email by priority as it arrives, reasoning across the people on the thread, their roles, and message content.
- For organizations that have standardized on M365, there is nothing to add: it is already in the tools.
What this+that does differently
- Works across the entire stack: Gmail AND Outlook, Slack AND Teams, Google Calendar AND Outlook Calendar.
- Task extraction from email, Slack, Teams, and Google Chat simultaneously, not just from Outlook.
- Workflow automation is a flat subscription, not billed per task in metered credits an admin has to enable and cap.
- Open MCP: connect GitHub, Jira, Notion, Dropbox, or any tool with an API, no Microsoft dependency.
- Per-user pricing is not layered on top of existing licenses.
- Teams that are not fully standardized on M365 can still get agentic automation without switching ecosystems.
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