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Enterprise AI assistants · October 2026 Edition

Microsoft 365 Copilot vs Glean

Four of fourteen models named Microsoft 365 Copilot first on the direct prompt; one named Glean. Microsoft 365 Copilot was named by fourteen of the fourteen models and Glean by seven and Microsoft 365 Copilot carries 40 labels and Glean 16, so the shares are not directly comparable.

Microsoft 365 Copilot

accepted challenger

Named in three categories this edition.

Glean

accepted challenger

Named in two categories this edition.

First-choice share25%6%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate20%6%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#2#5A position in a field of 7; printed, not drawn.
Labels4016A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, Microsoft 365 Copilot reading right to left. Rank and label count are printed, not drawn.ChatGPT vs Microsoft 365 Copilot · ChatGPT vs Glean · Microsoft 365 Copilot vs Amazon Q

Share is the count of first choices across the direct, paraphrase, budget and scale prompts over all fourteen models, for a mid-market B2B company; rank is within the category; every quote names the model and the prompt it came from. Both figures come from the Enterprise AI assistants page.

By framing

How many of the fourteen models made each the first choice, per way of asking, and how many argued against it.
Microsoft 365 CopilotFirst choices, of fourteen modelsGlean
Direct41
Paraphrase621 against Glean
Comparative80
Budget-constrained201 against Microsoft 365 Copilot
Scale-constrained00
Negative007 against Microsoft 365 Copilot
Bars are first choices, 0 to 14 each sideModels that argued againstA model can name both, so the two sides of a row do not sum to fourteen.

Across every category in the October 2026 Edition, Microsoft 365 Copilot and Glean were named in the same answer thirty times, of the 129 answers naming Microsoft 365 Copilot and the 59 naming Glean. In those answers Glean took the first choice four times and Microsoft 365 Copilot eleven.

Every model, every framing

The eighty-four answers behind the chart above, one cell each: where Microsoft 365 Copilot and Glean stood in it.
ModelDirectParaphraseComparativeBudget-constrainedScale-constrainedNegative
Claude Haiku 4.5
GPT-5.4 mini
Gemini 3.5 Flash
Perplexity Sonar
Grok 4.1 Fast
Mistral Small
DeepSeek V4 Flash
Llama 4 Maverick
Qwen 3.7 Flash
Kimi K2
GLM 4.7 FlashX
MiniMax M2.5
GPT-6 Luna
Muse Glimmer 30B
Microsoft 365 Copilot Glean first choice named as an alternative argued againstblank: not namedEach cell is one answer, Microsoft 365 Copilot on the left and Glean on the right.

The direct prompt

The plain question, one answer per model, grouped by where Microsoft 365 Copilot and Glean stood in it.

Both were the first choice

1 of 14 modelsThe answer named them together, and the judge labeled each a first choice.
Gemini 3.5 FlashGlean, Microsoft 365 Copilot alternatives: 1mind, ChatGPT Team or Enterprise, Moveworks

Microsoft 365 Copilot first, Glean not the choice

3 of 14 modelsGlean was named in the answer but not as the choice, or not at all.
DeepSeek V4 FlashMicrosoft 365 Copilot alternatives: ChatGPT, Claude, Glean Assistant, Google Gemini
Kimi K2Microsoft 365 Copilot alternatives: Gong
GLM 4.7 FlashXMicrosoft 365 Copilot alternatives: Gong, HubSpot Breeze AI, Monday CRM with AI

Neither was the first choice, one was named

3 of 14 modelsThe answer put something else first and named one of the two as an alternative.
Perplexity SonarHubSpot with Breeze AI alternatives: Artisan, Glean, Microsoft 365 Copilot, Regie.ai, Writer, ZoomInfo
Grok 4.1 FastMicrosoft Copilot alternatives: Glean, Gong, Salesforce Einstein
GPT-6 LunaChatGPT alternatives: Google Workspace with Gemini, Microsoft 365 Copilot

Neither was named

7 of 14 modelsThe answer made no first choice from these two in this category.
Claude Haiku 4.51mind, AI Hive alternatives: Gong, Microsoft Copilot
GPT-5.4 miniChatGPT alternatives: Gemini for Workspace, Google Gemini, Microsoft Copilot
Mistral SmallGong alternatives: ChatGPT, HubSpot AI, Monday.com Revenue AI OS
Llama 4 Maverickno first choice
Qwen 3.7 FlashHubSpot Breeze AI alternatives: Apollo, Chorus, Clay, Gong, Microsoft Copilot, Salesforce Einstein, Slack AI
MiniMax M2.5no first choice
Muse Glimmer 30BHubSpot Breeze AI alternatives: Gong Revenue AI OS, Intercom, Respond.io

Bold names in an answer are the products the judge labeled a first choice; a model naming several gives each of them that label. The full answer text for every row is in the record.

By buyer segment

The same question asked on behalf of a different buyer. Each standing is computed within its segment and they are never added together. The figures above are the mid-market standing, which is the one the category orders by.
Small business
Microsoft 365 Copilot leads by eleven points.
Microsoft 365 Copilot11%#2 of 6
Glean0%#6 of 6
The full small business standing →
Mid-marketThe figures above
Microsoft 365 Copilot leads by nineteen points.
Microsoft 365 Copilot25%#2 of 7
Glean6%#5 of 7
The full mid-market standing →
Enterprise
Microsoft 365 Copilot leads by thirty points.
Microsoft 365 Copilot40%#1 of 7
Glean10%#3 of 7
The full enterprise standing →

What the models said about Microsoft 365 Copilot

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of eight in this category shown.

“Multiple controversies—EchoLeak (CVE-2025-32711) enabled zero-click data extraction via email injections; summarized confidential emails ignoring DLP/sensitivity labels.” Grok 4.1 Fast · negative prompt · hard negative
“Microsoft 365 Copilot was exploited via a zero‑click prompt injection in email (CVE‑2025‑32711), exfiltrating data from OneDrive/SharePoint/Teams without user action.” GLM 4.7 FlashX · negative prompt · hard negative
“Do not deploy M365 Copilot unless you have spent months cleaning up internal file-sharing permissions” Gemini 3.5 Flash · negative prompt · hard negative
“If an organization uses Windows and O365 exclusively, Copilot is the default choice due to seamless access to SharePoint documents without leaving the app.” Qwen 3.7 Flash · comparative prompt · first choice
“my default recommendation would be Microsoft 365 Copilot if your employees already live in Microsoft 365 and Teams” GPT-5.4 mini · paraphrase prompt · first choice
“My default recommendation: choose Microsoft 365 Copilot if your company already runs on Microsoft 365” GPT-6 Luna · paraphrase prompt · first choice

What the models said about Glean

Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Four of five in this category shown.

“Avoid over-investing in "enterprise-only" platforms like Glean or Moveworks” Kimi K2 · paraphrase prompt · soft negative
“Best Overall for Connected Knowledge & Search: Glean ... Glean is the gold standard.” Gemini 3.5 Flash · paraphrase prompt · first choice
“Glean: Best for Cross-Platform Knowledge & "Universal Search"” Gemini 3.5 Flash · direct prompt · first choice
“Top Recommendation: Glean” DeepSeek V4 Flash · paraphrase prompt · first choice
Also compared

Comparisons are drawn for the top eight products in each category, each against each. The output is the models' output; nothing here is a recommendation by the index.