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Automation Squad

DeepSeek DeepSeek vs Microsoft Microsoft 365 Copilot

Robert MacKelfresh

By Robert MacKelfresh

Founder, Automation Squad

A spec-by-spec, SquadScore™-driven breakdown of these two ai assistants & chat. Every metric is normalised and weighted so the winner is decided by the data.

The verdict

Winner: Microsoft 365 CopilotSquadScore 64.8 vs 57.2.

The Microsoft Microsoft 365 Copilot takes this matchup with a SquadScore of 64.8, a 7.6-point margin over the DeepSeek DeepSeek. It pulls ahead most on business integrations, security & admin and data & tool connections. That said, the better buy still depends on your own constraints — check the spec table below for the trade-offs.

Automation Squad
HEAD-TO-HEAD · AI ASSISTANTS & CHAT
DeepSeek DeepSeek
DeepSeek
DeepSeek
57
SQUADSCORE™
WINNER
Microsoft 365 Copilot
Microsoft
Microsoft 365 Copilot
65
SQUADSCORE™
$21
VS
SpecDeepSeek DeepSeekMicrosoft Microsoft 365 Copilot
Price Per Seat$0$21
Security & AdminConsumerSOC 2 + SSO + audit
Setup EffortSign in and goIT ticket
Free Tier QualityFull-featuredNone
Business Integrations0100
Data & Tool ConnectionsFile upload onlyMCP + agent actions
Context Window
Where It RunsWeb + mobileWeb + desktop + mobile
Specs won34
SquadScore57.264.8

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