# Can My AI Send Email? How to connect a mail provider (Gmail, Microsoft Outlook, iCloud Mail, or Proton Mail) so your Chipp AI can send email on request, and what to expect when you just ask it "can you send email?" --- Yes -- once a supported mail account is connected, your Chipp AI can send email on request. This page covers which providers support sending, how to connect one, and what happens when you simply ask your AI "can you send email?" ## Providers that support sending | Provider | Also answers to | Send email? | Setup | |---|---|---|---| | **Gmail** | Google Mail | Yes | OAuth -- click Connect, sign in with Google | | **Microsoft Outlook** | Microsoft 365, Office 365 mail | Yes | OAuth -- click Connect, sign in with Microsoft | | **iCloud Mail** | Apple Mail, Apple ID mailbox | Yes | App-specific password (Apple provides no public OAuth mail API) | | **Proton Mail** | -- | Yes | App-specific / Bridge password | All four are genuine, first-party Chipp integrations backed by a real send action -- not a preview or a "coming soon" feature. See the [Gmail Integration](/docs/integrations/gmail) page for the deepest walkthrough (search, read, send, reply, unsubscribe, label management); Outlook, iCloud Mail, and Proton Mail follow the same connect-then-ask pattern described below. > **Note:** "Apple Mail" and "my iCloud inbox" are the same thing from a setup perspective -- connect the **iCloud Mail** integration. Apple does not offer a public OAuth API for Mail, so this integration uses an app-specific password generated at [appleid.apple.com](https://appleid.apple.com) instead of a Google/Microsoft-style login popup. ## Connecting a mail provider **1.** Open the Integrations tab In your app's builder, go to the **Build** section and select the **Integrations** tab. **2.** Pick your provider and connect Find **Gmail**, **Microsoft Outlook**, **iCloud Mail**, or **Proton Mail** in the list. - Gmail and Microsoft Outlook: click **Connect** and sign in through the OAuth popup. - iCloud Mail and Proton Mail: click **Connect**, enter the mailbox's email address, and paste in an app-specific password (iCloud: generated at appleid.apple.com; Proton: your Proton Mail Bridge / app password) -- your regular account password will not work here. **3.** Ask your AI to send an email Once connected, just ask in plain language, for example: - "Send an email to sam@example.com letting them know the report is ready" - "Email the team about tomorrow's meeting time change" Your AI will ask for anything it's missing -- typically the recipient, subject, and message body -- before it sends anything. ## What happens when you ask "Can you send email?" Your AI checks its own currently connected mail capability and gives you a direct answer grounded in what's actually connected right now: - **A send-capable provider is connected** (Gmail, Outlook, iCloud Mail, or Proton Mail): it answers "Yes" and asks for the recipient(s), subject, and body if you haven't already given them. - **A mail account is connected, but only for reading** (for example, you've only granted read/search access): it tells you honestly that it can read, search, or draft for that account but can't send a brand-new email from it yet. - **No mail account is connected**: it tells you plainly that no mail account is connected, and that connecting Gmail, Microsoft Outlook, iCloud Mail, or Proton Mail through **Integrations** would let it send on request. Your AI never claims it can send email when it can't, and it never fabricates a generic "yes" without checking -- the answer always reflects the mail integration(s) actually connected to that app. ## Safety before sending Connecting a mail provider does not turn your AI into an unsupervised auto-sender. Before any email actually goes out, your AI: 1. Confirms it has a recipient, subject, and message body -- asking you for anything missing. 2. Follows the same confirmation and permission checks used for every other sensitive action (for Gmail specifically, a first request always returns a preview -- nothing sends until you explicitly confirm). 3. Never invents recipient addresses, subject lines, or message content on your behalf -- it only sends what you actually asked for. ## Frequently asked questions **Can you use Gmail?** Yes -- connect the Gmail integration from **Build → Integrations**. See the [Gmail Integration](/docs/integrations/gmail) page for the full tool list (search, read, send, reply, unsubscribe, label management). **Can you send through Outlook / Microsoft 365?** Yes -- connect the Microsoft Outlook integration the same way (OAuth sign-in with your Microsoft account). **Do you work with Apple Mail?** Yes, via the **iCloud Mail** integration -- connect it with your Apple ID email and an app-specific password from appleid.apple.com. **Can you send with Proton Mail?** Yes -- connect the Proton Mail integration with your Proton email and an app-specific/Bridge password. **Can you send email without connecting anything?** No. Sending always requires a connected mail integration -- your AI will tell you which providers are available and walk you through connecting one.