Enterprise AI Assistants & Search
Company-wide AI that lives inside your tools — assistants and enterprise search that draft, answer and find across email, docs and chat. Microsoft 365 Copilot, Glean, ChatGPT Enterprise, Claude Enterprise and more.
The top assistants & search tools in 2026 are Microsoft 365 Copilot, Glean, ChatGPT Enterprise. Below, all 6 are ranked on capability, pricing transparency, fit, and traction.
Microsoft 365 Copilot
Assistants & Search · Enterprise AI AssistantGenerative AI woven into Word, Excel, Outlook, Teams and the whole Microsoft 365 suite
Best for: Microsoft-anchored enterprises that want AI inside the apps staff already use
Glean
Assistants & Search · Enterprise Search & AssistantWork AI platform: enterprise search and an assistant that reasons across all your apps
Best for: Companies that want one assistant and search layer over every app, not just Microsoft
ChatGPT Enterprise
Assistants & Search · Enterprise AI AssistantOpenAI's frontier models for staff with enterprise security, admin and connectors
Best for: Teams that want the strongest general models plus enterprise data protection
Claude Enterprise
Assistants & Search · Enterprise AI AssistantAnthropic's Claude with enterprise controls, large context and strong safety posture
Best for: Teams that want a careful, long-context assistant for analysis, coding and drafting
Gemini Enterprise
Assistants & Search · Enterprise AI AssistantGoogle's enterprise agent platform and assistant, grounded in Workspace and your data
Best for: Workspace-centric companies that want Google's AI across Gmail, Docs and agents
Perplexity Enterprise Pro
Assistants & Search · Enterprise Search & AssistantAnswer engine for work — cited web and internal-file search with enterprise controls
Best for: Knowledge teams that value cited answers and current web grounding