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Chiefy

AI chief of staff for Gmail and Outlook: automatic triage, calendar-aware drafts in your voice, and a conversational agent over your mailbox

paid14-day free trial, cancel anytime, no contract. Pro is listed at $19.99/month billed yearly against a $29.99/month regular rate, covering smart-inbox sorting, drafting in your voice, calendar awareness and memory. The team tier, positioned for teams of 50+, is listed at $49.99/month/user billed yearly against $69.99, adding dedicated support and custom workflows.View full pricing →

About Chiefy

Chiefy is an AI chief of staff that sits on top of Gmail and Outlook and does three jobs: sorting, drafting and answering. Sorting is automatic categorisation into buckets that map to what you would do next rather than to folders — To Respond, Action Needed, Meeting, FYI, Promotions — so the inbox surfaces the two threads that need you and pushes the newsletter digest out of the way. Drafting learns your writing voice and produces replies that match your tone, with calendar awareness built in, so a request for a call comes back as a draft that already proposes real windows from your availability rather than a placeholder. It carries memory across threads, so context about a person or project persists and the drafts improve over time. The third surface is a conversational agent over the mailbox itself: ask it to find the Stripe invoice Accounting sent, check your calendar, or summarise a long thread, and it searches and answers rather than handing back a result list. Setup is per-provider — you connect Gmail or Outlook and start — with a 14-day free trial and no contract. The product is aimed at individual professionals first, with a per-user team tier for organisations of roughly fifty people upward.

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Key Features

Automatic categorisation into action-shaped buckets, not folders
Drafts written in your learned tone with calendar availability built in
Persistent memory of people and projects across threads
Conversational agent that searches the mailbox and answers directly
Works with both Gmail and Outlook

Tags

emailgmailoutlookinbox-triagedrafting
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