Three ways to equip a team, priced honestly.

1. #1 · Use what you already pay for

   Essentials

   $0–$10

   per person / month · on top of Microsoft 365 or Google Workspace

   per month, 10

   $0–$100

   per year, 10

   $0–$1,200

   Teams of any size taking the first safe step. It replaces personal ChatGPT accounts with the AI already inside Microsoft 365 or Google Workspace, so people stop pasting company data into free tools.

   Capability

   5 out of 10

   Value

   8 out of 10

   Ease

   9 out of 10

   Client data: Yes, inside the assistant

   Copilot Chat (signed in with a work account) and Gemini in Workspace don't train on your data and keep it in your tenant. Free add-ons don't carry the same terms, so client data stays inside the assistant. Health records only under your Microsoft or Google BAA, and never in Gemini Notebook.

   What's in it

   • AssistantMicrosoft Copilot Chat or Gemini in Google WorkspaceIncluded with Microsoft 365 / Workspace Business
   • ResearchWeb-grounded answers and deep research in the same assistantIncluded
   • MeetingsGemini in Meet (Business Standard and up) or Zoom AI CompanionIncluded with your plan
   • AutomationPower Automate (standard connectors) or Google Workspace StudioIncluded
   • PolicyOne-page AI policy and work-only sign-inArbren template

   How to get it

   1. 1Check your Microsoft 365 or Google Workspace plan: Gmail has Gemini on every Business plan, and Business Standard or higher adds it to Docs, Sheets and Meet.
   2. 2Turn on Copilot Chat or Gemini in the admin console and require work sign-in.
   3. 3Publish a one-page AI policy and steer people off personal accounts.
   4. 4Run a one-hour kickoff with five starter prompts per role.

   Setup: 1 to 2 weeks, no new contracts

   • No training on your data
   • Work sign-in
   • BAA via Microsoft or Google
2. Most worth it

   #2 · The everyday AI team

   Professional

   $25–$45

   per person / month · billed annually; monthly is about 20 to 25% more

   per month, 10

   $250–$450

   per year, 10

   $3,000–$5,400

   Most companies of 2 to 150 people. A top-tier assistant that drafts, researches and analyzes, a meeting notetaker, and automation for the two or three workflows that eat the most time. About a dollar a day per person.

   Capability

   8 out of 10

   Value

   10 out of 10

   Ease

   8 out of 10

   Client data: Yes, except full SSNs, bank, account and card numbers, and health information

   Business plans never train on your data, and you control sign-in with SSO. ChatGPT Business and Claude Team don't offer a HIPAA BAA, audit logs or retention controls, so medical practices take Microsoft 365 Copilot or the Enterprise tier. Client files, financials, policies and contracts are fine. Full SSNs, bank, account and card numbers, and health information stay out: use the last four or a client code.

   What's in it

   • AssistantClaude Team, ChatGPT Business or Microsoft Copilot Business$20 to $25 per person
   • ResearchDeep research in the assistant; Perplexity Enterprise Pro for heavy researchersIncluded; $40 per researcher
   • MeetingsFathom Team, with consent settings on$15 to $19 per person
   • AutomationPower Automate, or n8n for AI workflowsIncluded in Microsoft 365; Premium $15 a person; n8n from €20 a month
   • BuildClaude Code or Codex in organized folders of your documentsIncluded in the assistant

   How to get it

   1. 1Run your five most common tasks through two assistants for two weeks and let the people doing the work pick.
   2. 2Buy seats self-serve (two-seat minimum), enforce SSO and turn on admin controls.
   3. 3Add the notetaker and automate two or three workflows, timing them before and after.
   4. 4Name a champion for every 10 to 20 people and build a shared prompt library.

   Setup: 3 to 6 weeks, month to month

   • No training on your data
   • SSO
   • Admin controls
   • Coding agent included

3. #3 · Regulated and fully governed

   Enterprise

   $60–$120

   per person / month · estimate; enterprise contracts are quoted

   per month, 10

   $600–$1,200

   per year, 10

   $7,200–$14k

   Healthcare, financial services and legal teams, and anyone who needs audit trails or central control of accounts and access. Everything in Professional, plus signed agreements, retention rules, data loss prevention and agents built on your own systems.

   Capability

   10 out of 10

   Value

   6 out of 10

   Ease

   5 out of 10

   Client data: Yes, including regulated data

   HIPAA BAAs are available on ChatGPT Enterprise (Regulated Workspace), Claude Enterprise (HIPAA-ready) and Microsoft 365. Admins set retention, provision users automatically and export audit logs. Fix file permissions first: the assistant can see whatever each person can.

   What's in it

   • AssistantClaude Enterprise, ChatGPT Enterprise or Microsoft Copilot$30 to custom (Claude: $20 plus usage, 20-seat minimum)
   • ResearchPerplexity Enterprise Pro or Max for analysts$40 to $325 per seat
   • MeetingsCopilot meeting recap or Fathom BusinessIncluded, or $25 to $34
   • AgentsCopilot Studio, or self-hosted n8n on your systems$200 per 25,000 credits, or self-hosted
   • BuildClaude Code in organized folders of your documentsBilled as usage on Claude Enterprise
   • SecurityMicrosoft Purview or Chrome Enterprise Premium for data loss preventionWith Business Premium, or $6 per person

   How to get it

   1. 1Contract through sales: ChatGPT Enterprise, Claude Enterprise, or Microsoft 365 Business Premium with Copilot.
   2. 2Sign the BAA or DPA, set retention, connect SSO with automatic provisioning, turn on audit logs.
   3. 3Clean up SharePoint or Drive permissions before the assistant can search company files.
   4. 4Stand up governance: an approved-tool register, data loss prevention, a quarterly review.

   Setup: 6 to 12 weeks, annual contracts

   • HIPAA BAA
   • Audit logs
   • Retention controls
   • Data residency
   • DLP

Prices from vendor pricing pages, checked November 2026, per person per month in US dollars. They change often: Microsoft's $18 Copilot Business promotion ends December 31, 2026. We confirm current numbers on the call. This is guidance, not legal advice.