Enterprise AI assistants · October 2026 Edition
ChatGPT vs Microsoft 365 Copilot
Two of fourteen models named ChatGPT first on the direct prompt; four named Microsoft 365 Copilot. Both were named by all fourteen models and ChatGPT carries 47 labels and Microsoft 365 Copilot 40, so the shares are not directly comparable.
Named in five categories this edition.
Named in three categories this edition.
First-choice share25%25%Of first choices across the direct, paraphrase, budget and scale prompts, 0 to 100.
Negative rate21%20%Negative labels as a share of the product's labels, 0 to 100.
Rank in category#1#2A position in a field of 7; printed, not drawn.
Labels4740A count; the two differ.
The two percentage rows are drawn on one 0 to 100 track, ChatGPT reading right to left. Rank and label count are printed, not drawn.ChatGPT vs Amazon Q · ChatGPT vs Microsoft Copilot · ChatGPT vs Glean
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.
ChatGPTFirst choices, of fourteen modelsMicrosoft 365 Copilot
Direct241 against ChatGPT
Paraphrase56
Comparative48
Budget-constrained524 against ChatGPT · 1 against Microsoft 365 Copilot
Scale-constrained00
Negative005 against ChatGPT · 7 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, ChatGPT and Microsoft 365 Copilot were named in the same answer eighty-nine times, of the 199 answers naming ChatGPT and the 129 naming Microsoft 365 Copilot. In those answers Microsoft 365 Copilot took the first choice twenty-eight times and ChatGPT thirty.
Every model, every framing
The eighty-four answers behind the chart above, one cell each: where ChatGPT and Microsoft 365 Copilot stood in it.
| Model | Direct | Paraphrase | Comparative | Budget-constrained | Scale-constrained | Negative |
|---|---|---|---|---|---|---|
| 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 | | | | |
ChatGPT Microsoft 365 Copilot first choice named as an alternative argued againstblank: not namedEach cell is one answer, ChatGPT on the left and Microsoft 365 Copilot on the right.The direct prompt
The plain question, one answer per model, grouped by where ChatGPT and Microsoft 365 Copilot stood in it.
ChatGPT first, Microsoft 365 Copilot an alternative
2 of 14 modelsMicrosoft 365 Copilot was named in the answer but not as the choice, or not at all.GPT-5.4 miniChatGPT alternatives: Gemini for Workspace, Google Gemini, Microsoft Copilot
GPT-6 LunaChatGPT alternatives: Google Workspace with Gemini, Microsoft 365 Copilot
Microsoft 365 Copilot first, ChatGPT an alternative
4 of 14 modelsChatGPT was named in the answer but not as the choice, or not at all.Gemini 3.5 FlashGlean, Microsoft 365 Copilot alternatives: 1mind, ChatGPT Team or Enterprise, Moveworks
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
2 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
Mistral SmallGong alternatives: ChatGPT, HubSpot AI, Monday.com Revenue AI OS
Neither was named
6 of 14 modelsThe answer made no first choice from these two in this category.Claude Haiku 4.51mind, AI Hive alternatives: Gong, Microsoft Copilot
Grok 4.1 FastMicrosoft Copilot alternatives: Glean, Gong, Salesforce Einstein
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
ChatGPT leads by thirty-six points.
ChatGPT47%#1 of 6Microsoft 365 Copilot11%#2 of 6Mid-marketThe figures above
Level: the same share of first choices.
ChatGPT25%#1 of 7Microsoft 365 Copilot25%#2 of 7Enterprise
The order flips: Microsoft 365 Copilot leads at enterprise.
Microsoft 365 Copilot40%#1 of 7ChatGPT22%#2 of 7What the models said about ChatGPT
Every negative label with a quote, up to three, then the highest-weighted positives, up to three. Six of seven in this category shown.
“Multiple major companies have banned it after data leaks” MiniMax M2.5 · negative prompt · hard negative
“several major enterprise platforms—including ChatGPT Enterprise, Gemini Enterprise, and Salesforce Einstein—can be tricked into leaking data” Qwen 3.7 Flash · negative prompt · soft negative
“tools that look like consumer ChatGPT/Claude/Gemini-style accounts but are used in a company setting without enterprise controls” Perplexity Sonar · negative prompt · soft negative
“ChatGPT Enterprise - extends OpenAI's chatbot with higher-speed access, longer context windows, and enterprise controls like single sign-on (SSO) and admin consoles” Llama 4 Maverick · paraphrase prompt · first choice
“ChatGPT Business remains the most balanced option for customer support drafting, creative brainstorming, and general workflow acceleration.” Qwen 3.7 Flash · budget prompt · first choice
“My default recommendation for a mid-sized B2B company is ChatGPT Enterprise because it is the most versatile company-wide assistant” Perplexity Sonar · paraphrase prompt · first choice
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
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.