Guides
Connect your software to the AI you already pay for.
What Claude, ChatGPT, Microsoft 365 Copilot, and Gemini connect to in a working business, what each one costs, and where each one stops.
By platform
Four platforms, one question: does it reach your software?
Connecting your software to ChatGPT
ChatGPT Business carries 60+ apps, including Slack, Google Drive, SharePoint, and GitHub. Most Island operators pay for Plus at US$20 a month, which reaches Google Drive and not much else. What the connector covers, what it costs, and where it stops.
Read geminiConnecting your software to Google Gemini
Gemini sits inside Google Workspace and its Connected Apps list grew by 13 names on 12 August 2026. Granola and Otter.ai are genuinely useful to a business. Then the list runs Fever, GetYourGuide, Ticketmaster, iHeartRadio, and Pandora. What that covers in an Island operation, and what it leaves.
Read copilotConnecting your software to Microsoft 365 Copilot
Copilot sits on top of Microsoft 365, and its 100+ prebuilt connectors reach Box, Dropbox, Google Drive, Salesforce, ServiceNow, SAP, Workday, and more. The end user cannot simply flip a switch. An admin configures at tenant level, and the distinction between synced and federated connectors is the decision that matters most.
Read claudeConnecting your software to Claude Cowork
Cowork is agentic: give it a goal, and it works across your files and tools. The directory carries 200+ connectors, available on every plan. What it reaches, what it costs, and where it stops.
ReadA connector reaches the file. The system that runs the job sits outside it.
Every guide in this series makes that observation from a different angle, using verifiable facts about the platform. Each one is genuinely useful on its own terms.