Sending email

HelloSky can send email on your behalf through your own mailbox, so messages come from your real address, land in your normal Sent folder, and replies arrive in your inbox as usual.

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Connect your mailbox

1. Go to Settings. When email is enabled for your account, Email accounts is the first section.
2. Click Connect, choose Google or Microsoft, and sign in to the mailbox you send from.
3. Approve the requested permissions. You’ll be returned to HelloSky with your address shown as connected.

The same section holds your email signature (appended when you click Insert signature in the composer) and your delivery schedule (see Guardrails & approvals). You can disconnect at any time from the same page. Disconnecting stops sending from that mailbox; anyone you had enrolled in sequences is paused rather than dropped.

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Send an email from a profile

On a person’s profile, click Email in the action bar at the top of the page. This opens the composer:

• The To address is pre-filled with the best-graded email we have on file for that person, with the grade shown next to it. You can switch with Use a different email, and if we have nothing on file you can run a lookup or type an address manually.
• Write the subject and body yourself in the rich-text editor, or click the AI Draft pill: describe what the email should say, pick a tone (Concise, Elaborate, Formal, or Friendly), and edit the generated draft before sending.
• The Preview panel shows exactly what the recipient will receive as you write.

If you haven’t connected a mailbox yet, the Email button prompts you to connect one first.

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See what you’ve sent

Outreach → Activity lists every email sent through HelloSky, one-off and sequence sends alike, with a status per message. Toggle between My emails and Team emails, and filter by time range or search by subject and recipient.