AI email assistant for Outlook: 6 options compared

Yes, several. Microsoft Copilot is built into Microsoft 365, MailMaestro and Fyxer work with Outlook, SaneBox handles Microsoft 365 mail, and Superhuman Mail is a separate email app. Frida is an assistant that also keeps track of your deals and follow-ups.

It depends on the job. For a general assistant across Microsoft 365, Copilot. For writing and replying inside Outlook, MailMaestro or Fyxer. For a quieter inbox, SaneBox. If you sell by email and want each reply connected to the deal and its follow-up, Frida.

Some start free. MailMaestro offers a free start, Fyxer and SaneBox a 7-day trial, and Frida a 14-day trial followed by a free plan (up to 5 active deals with follow-up, and AI replies stay free). Copilot Chat availability depends on your Microsoft 365 licence. Free offers change, so check each vendor’s page.

To a degree. Microsoft documents Copilot Chat in Outlook and Teams, which is aware of the content you have open and works from prompts you write or select. It is a general assistant; tracking deals and follow-ups is not what it is described as doing. Frida does that, and many teams use both.

An assistant works on one email at a time: it writes, sorts or summarises. A CRM keeps track of the customer and the deal across many emails. Frida does both from the same conversation: it drafts the reply and keeps the deal and the follow-up up to date.

It is based on each vendor’s own documentation as of September 2026. Features and plans change, so confirm the details on the vendor’s site before you decide.

Frida is an AI-powered CRM for Outlook that automatically creates and updates deals from email conversations. It also drafts replies, tracks follow-ups, and keeps customer context connected to the inbox.

Yes. Frida is built around Outlook and Microsoft 365, so teams can keep working from the inbox they already use.

No. Frida prepares drafts and suggestions, but the user stays in control and approves messages before they are sent.