PlugWiki

ChatGPT, Claude, Gemini or Copilot for Small Business: Which to Pick and What to Connect

Pick one assistant for the whole team, then connect the tools you already pay for: QuickBooks, HubSpot, Canva, Google or Microsoft 365.

For most small businesses the best AI is the assistant your team will actually use, on a business plan, connected to the tools you already run. ChatGPT Business and Claude Team both start at 2 seats and cost about $20 to $25 per user per month; Gemini comes with Google Workspace and Copilot with Microsoft 365.

The real gain comes from connectors. QuickBooks now works inside both ChatGPT and Claude to create invoices and send overdue reminders, and HubSpot works in both for CRM follow-ups. Use a business plan rather than a personal one: business plans keep your data out of model training by default.

Good for

  • Owners who do their own bookkeeping, invoicing and follow-ups
  • Small sales teams that live in HubSpot or a spreadsheet CRM
  • Shops and service businesses writing their own marketing
  • Teams of 2 to 150 people choosing between ChatGPT, Claude, Gemini and Copilot
  • Anyone who wants AI help without putting customer data into a personal account

ChatGPT

Plan: ChatGPT Business: $20 per user per month billed annually or $25 monthly, from 2 users. Plus is for one person, not a team.

What it can do

  • Connect Intuit QuickBooks to create and send invoices, estimates and overdue reminders.
  • Connect HubSpot on any HubSpot plan to read contacts, deals and tickets and create or update records.
  • Connect Google Workspace, Slack and Microsoft 365 from the Business workspace.
  • Set HubSpot write actions to Needs Approval so nothing changes without your OK.
  • Business plans do not train on your business data by default.

Limits

  • HubSpot writes stop at 10 records per request and it cannot delete records.
  • QuickBooks payroll is questions only for now; it cannot run payroll.
  • QuickBooks payment links need QuickBooks Payments and work in the US only.
  • Free, Go, Plus and Pro chats can be used for training unless you opt out.

Plugs to turn on

Claude

Claude has a package aimed at small business: Claude for Small Business, 15 ready-made workflows you turn on in Cowork, with connectors for QuickBooks, PayPal, HubSpot and Canva.

Plan: Claude Team: $20 per seat per month billed annually or $25 monthly, for 2 to 150 seats. Pro at $20 a month suits a solo owner.

What it can do

  • Turn on Claude for Small Business inside Claude Cowork: 15 ready-made workflows such as Invoice chaser, Month-end prepper and Lead triager.
  • Connect QuickBooks, PayPal, HubSpot, Canva, Docusign, Google Workspace and Microsoft 365, the partners Anthropic names for small business.
  • Use the QuickBooks Labs connector, in beta, to categorize bank transactions and reconcile accounts.
  • Connect Xero, Stripe, Square, Shopify, Gusto or Mailchimp from the connectors directory.
  • Team plans do not train on your content by default.

Limits

  • Anthropic says you approve before anything sends, posts or pays, so plan time to review.
  • Anthropic does not state a price or required plan for Claude for Small Business.
  • Staff only see in Claude what they can already see in QuickBooks or Drive.

Plugs to turn on

Gemini

Gemini is the cheapest add if your business already pays for Google Workspace, because it comes with the plan.

Plan: Google Workspace Business Standard ($14 per user per month) for Gemini in Gmail, Docs and Meet. Business Starter ($7) has Gemini in Gmail and the Gemini app only.

What it can do

  • Write and summarize inside Gmail, Docs, Sheets and Meet on Business Standard and up.
  • Workspace business plans do not use your company data to train models.

Limits

  • Business Starter does not include Gemini in Docs, Sheets, Slides or Drive.
  • Business plans cap at 300 users.

Microsoft Copilot

Copilot fits a business that already runs on Microsoft 365, since it works inside Word, Excel, Outlook and Teams.

Plan: Microsoft 365 Copilot Business: $21 per user per month on top of a Microsoft 365 Business plan, for fewer than 300 users.

What it can do

  • Works inside Word, Excel, PowerPoint, Outlook and Teams where your files already are.

Limits

  • You need a Microsoft 365 Business plan first, so the total cost is higher than the $21 add-on.

Plugs to turn on

  • Microsoft Work IQ: Gives other assistants such as Claude access to Microsoft 365 mail, files and Teams.

Plugs worth turning on

Chase overdue invoices with QuickBooks

Claude

  1. 1

    Connect QuickBooks

    In Claude, go to Customize > Connectors, search for QuickBooks and select Connect, then sign in to Intuit. In ChatGPT, open Plugins in the left sidebar, search for Intuit QuickBooks and select Connect Intuit QuickBooks.

    Uses QuickBooks Online MCP Server (Intuit)

  2. 2

    Ask who owes you money

    Turn the connector on from the + menu under Connectors and ask for unpaid invoices by age.

    Prompt
    List every unpaid invoice older than 30 days with the customer, amount and days overdue, largest first.
  3. 3

    Send reminders you have read

    Ask for a friendly reminder for each customer. Claude asks for approval before it sends anything through QuickBooks.

    Prompt
    Send a polite overdue reminder for each of these invoices. Show me each message before you send it.
  4. 4

    Create the next invoice

    Use the same chat to create new invoices from a plain description.

    Prompt
    Create an invoice for Acme Corporation for last week's consulting work.

Follow up on deals from HubSpot in ChatGPT

ChatGPT

  1. 1

    Connect HubSpot

    In ChatGPT, open your profile icon, then Settings > Apps, choose HubSpot and select Connect. Pick the permissions and select Connect App. On ChatGPT Business, an admin approves the app first.

    Uses HubSpot

  2. 2

    Require approval for changes

    Set HubSpot's Write tools to Needs Approval, so ChatGPT asks before it creates or updates a record.

  3. 3

    Prepare for the next call

    Ask for a brief on the company before a meeting.

    Prompt
    Give me a meeting prep brief for Northwind: open deals, last three emails, and anything they asked us for.
  4. 4

    Update the deal after the call

    Paste your notes and ask ChatGPT to propose updates, then approve them.

    Prompt
    Here are my call notes. Summarize them and propose updates to the deal stage and next steps for my approval.

Plan a month of social posts with Canva

Claude

  1. 1

    Connect Canva

    Go to Customize > Connectors, select Discover, search for Canva and select Connect to Claude.

    Uses Canva MCP

  2. 2

    Give it your basics

    Tell Claude what you sell, who buys it and what is coming up this month. Keep this in a Project so you do not repeat it.

  3. 3

    Draft the calendar and designs

    Ask for a posting plan and matching Canva designs.

    Prompt
    Plan 12 Instagram posts for November for our bakery: two promotions, our holiday hours and four behind-the-scenes posts. Then create the first three as Canva designs.
  4. 4

    Check and post yourself

    Review prices, dates and offers in every design before you publish. The assistant can get details wrong.

Verdict

Already on Google Workspace or Microsoft 365? Start with Gemini or Copilot. Otherwise pick ChatGPT Business or Claude Team and connect QuickBooks and HubSpot first: both assistants support them, and both start at 2 seats.

Most small businesses should pick ChatGPT Business or Claude Team, at about $20 to $25 per user, and connect QuickBooks and HubSpot. The main limit is review time: you approve every invoice, email and record change before it goes out, and you stay responsible for the books.

Best for

  • Invoices and overdue reminders from QuickBooks
  • CRM follow-ups from HubSpot
  • Social posts and flyers with Canva
  • Teams of 2 to 150 people

Skip it if

  • You want AI to make payments or run payroll without you checking
  • Your customer data cannot leave your own servers
  • You plan to use free personal accounts for customer data

Questions

Which AI is best for a small business?

The one your team will use every day, on a business plan, connected to your tools. ChatGPT Business and Claude Team both work with QuickBooks and HubSpot; Gemini is the cheapest add if you already pay for Google Workspace, and Copilot if you run Microsoft 365.

How much does ChatGPT Business cost?

$20 per user per month billed annually, or $25 monthly, starting at 2 users. Premium seats with more usage cost more.

ChatGPT Plus or ChatGPT Business?

Plus is for one person. Business gives a shared workspace for 2 or more people, admin controls and no training on your business data by default.

Can ChatGPT or Claude connect to QuickBooks?

Yes, both. Intuit's connector creates and sends invoices and estimates, sends overdue reminders and answers questions about your books. It cannot run payroll yet.

Can Claude do my bookkeeping?

It can help. The QuickBooks Labs connector, in beta, categorizes bank transactions and reconciles accounts, but you stay responsible for the books, so review every change.

Does ChatGPT use my business data for training?

Not on Business or Enterprise, by default. Free, Go, Plus and Pro chats can be used unless you turn it off in settings.

What is Claude for Small Business?

A package Anthropic launched on May 13, 2026, that you turn on inside Claude Cowork. It adds 15 ready-made workflows and connectors for QuickBooks, PayPal, HubSpot, Canva, Docusign, Google Workspace and Microsoft 365.

Is Gemini included in Google Workspace?

Yes. Business Starter includes Gemini in Gmail and the Gemini app. Gemini in Docs, Sheets, Meet and Drive starts on Business Standard.

How much is Microsoft 365 Copilot for small business?

Copilot Business costs $21 per user per month and needs a Microsoft 365 Business plan with fewer than 300 users.

Is the free version of ChatGPT enough for a small business?

For trying it out, yes. For customer data or team use, no: free chats can be used for training, and there are no shared workspace or admin controls.

Sources

Docs, issue trackers and discussions this page is built from.

Show all 12
  1. chatgpt.com · chatgpt.com
  2. help.openai.com · help.openai.com
  3. claude.com · claude.com
  4. www.intuit.com · intuit.com
  5. knowledge.hubspot.com · knowledge.hubspot.com
  6. www.anthropic.com · anthropic.com
  7. claude.com · claude.com
  8. workspace.google.com · workspace.google.com
  9. techcommunity.microsoft.com · techcommunity.microsoft.com
  10. claude.com · claude.com
  11. HubSpot joins OpenAI's small business collection · community.hubspot.com
  12. Canva connector for Claude · claude.com

Updated Nov 1, 2026.