AI email assistant for Outlook

Replyless connects to your Outlook or Microsoft 365 account and adds AI split inboxes, reply drafts you approve before sending, thread summaries, reminders, and a bulk cleaner — with no Copilot licence required.

Outlook is strong for work email, and its answer to volume is folders, rules, and Focused Inbox — a system you configure and then keep configuring. Replyless adds an AI-first layer on top of the Outlook account you already have: split inboxes that sort themselves and learn from your corrections, drafts attached to the threads that need a reply, and a cleaner for the backlog rules never got around to.

Folders and rules are maintenance, not triage.

  • Works without a Copilot licence
  • Drafts wait for your approval
  • Microsoft 365 stays where it is

What you get on Outlook

Split inboxes beyond Focused Inbox

Focused Inbox separates some important mail into one bucket. Split inboxes let you build the queues you actually work — clients, sales, hiring, finance, vendors, noisy senders — and correct the AI when it files something wrong.

AI drafts without the add-on

In Outlook, AI drafting and thread summaries arrive as a Copilot add-on. In Replyless they are part of the product, and the draft waits in the thread for you to review and send yourself.

Snippets instead of templates

Outlook templates are there if you set them up and remember where they live. Replyless keeps reusable snippets next to the reply you are writing, for the twelve answers you send every week.

More than one mailbox in one workflow

Replyless connects Outlook alongside Gmail, Zoho Mail, and manual IMAP/SMTP accounts, so a mixed setup is one workflow rather than one tool per provider.

Connecting Outlook takes about ten minutes

  1. Connect the account over OAuth

    Sign in to Replyless and connect Outlook or Microsoft 365 through Microsoft's own consent screen. Replyless never asks for and never stores your Outlook password, and access can be revoked from your Microsoft account or from Replyless at any time.

  2. Let the first sort run

    Replyless categorizes the mail already in the account and proposes split inboxes from what it finds. Expect a few days of correcting categories before the sorting settles into the way your work is actually shaped.

  3. Rebuild your folders as lanes

    The folder tree you have been maintaining by hand becomes split inboxes that fill themselves. Keep the folders — nothing in the mailbox moves — but stop being the rule engine that feeds them.

  4. Work the queues, not the feed

    Open the lane tied to customers or revenue first, approve or edit the drafts waiting there, reach for snippets on the repeat answers, and mark finished threads done so the active inbox keeps shrinking.

  5. Clear the backlog once

    Run the cleaner over the senders filling the account — notifications, digests, vendor mail, old distribution lists — and queue archive, done, or trash on the groups you confirm.

What Replyless does inside an Outlook account

Everything below runs against the Outlook or Microsoft 365 account you already have. Replyless does not replace your Microsoft account, calendar, documents, or admin stack — it is the email workflow layer on top, and every feature behaves the same on Outlook as it does on Gmail. There is no second-class provider here.

Sorts mail into inboxes you defined
AI categorization files incoming mail into split inboxes you set up — clients, sales, hiring, finance, support, vendors. Outlook rules do this too, but only for the conditions you thought to write down in advance; split inboxes learn from the threads you re-file instead of needing a new rule each time a pattern changes.
Writes the draft, leaves the send to you
Reply drafts are generated from the thread's context and wait in the thread for your review. Nothing is sent automatically, there is no auto-reply running in the background, and every message that leaves the account is one you read and approved first.
Summarizes threads that got long
The internal chain that has been forwarded four times becomes a short summary of the decisions, the owners, and the open questions — the part you need before replying, without scrolling to the bottom to reconstruct it.
Keeps follow-ups visible
Mark a finished conversation done and it leaves the active inbox. Put a reminder on a thread that is waiting on someone else and it returns at the right time, so commitments stay tracked without living as unread mail or a flag you stop seeing.
Cleans the backlog in sender groups
The cleaner ranks senders by how much of the mailbox they occupy — notifications, digests, old distribution lists — and turns each one into a single decision. Nothing moves until you confirm it, and a free account covers up to 500 cleanup actions per mailbox.
Runs several mailboxes side by side
Outlook, Gmail, Zoho Mail, and manual IMAP/SMTP accounts connect to the same workflow, with data scoped per connection so one inbox never leaks into another. Basics includes unlimited connections.

Replyless and Microsoft Copilot, honestly

Copilot is Microsoft's assistant across the 365 suite, and in Outlook it shows up as an add-on that drafts and summarizes for you. If your organization already pays for it and your inbox is organized, it covers the writing half of the job well and it is sitting right there in the client you use all day — that is a real advantage and we are not going to pretend otherwise. Replyless comes at the other half: it does not need a Copilot licence, it is $15 per user per month with a free plan and a 7-day trial rather than a per-seat suite add-on, and its work is the sorting and the backlog — split inboxes you define, drafts attached to the threads that matter, reminders that close loops, and a bulk cleaner. It also reaches beyond Microsoft, connecting Gmail and Zoho Mail in the same workflow, which Copilot does not do. The honest trade is that Copilot is woven through Word, Excel, Teams, and the calendar, and Replyless is only email; if what you want is one assistant across the whole suite, that is the one that does it.

Choose Copilot if
You want one assistant across Word, Excel, Teams, and the calendar as well as mail, your organization already licenses it, and email is not the part of the day that hurts.
Choose Replyless if
The inbox itself is the problem, you do not have or do not want a Copilot licence, or you have mailboxes outside Microsoft that need to live in the same workflow.
Either way, Outlook stays
Replyless connects to the account rather than replacing it. Your mail and folders stay where they are, and you can keep using Outlook alongside it or go back to it entirely.

Setup, access, and what it costs

Connecting runs on OAuth 2.0, so Replyless stores no password for the account and you can revoke access from your provider or from Replyless at any time. Everything Replyless reads and every action it queues stays scoped to the account you connected, so a work inbox and a personal inbox never mix. Your email is not used to train AI models. Disconnect an account and its access is revoked; delete your Replyless account and your personal data is deleted within 30 days, except where retention is required by law.

On price: there is a free plan with one email connection and limited AI usage. Basics is $15 per user per month with unlimited connections and a 7-day free trial, yearly billing saves 30%, and Lifetime is a one-time $299 payment for Basics access with no trial. Enterprise adds an organization workspace, admin analytics, and SSO/SAML at custom pricing.

Frequently asked questions

Does Replyless send emails by itself?
No. Replyless drafts replies and leaves them in the thread for you to review, edit, and send. There is no unattended sending and no background auto-reply — every message that leaves your account is one you approved.
Do I need a Microsoft Copilot licence to use Replyless?
No. AI drafts, thread summaries, split inboxes, snippets, and the cleaner are part of Replyless itself, so they work on an Outlook account with no Copilot add-on attached.
How does Replyless connect to my Outlook account?
Through OAuth 2.0 authorization with Microsoft. Replyless never asks for or stores your Outlook password, and you can revoke access from your Microsoft account or from Replyless at any time.
Does Replyless replace Microsoft 365?
No. Replyless is the email workflow layer, not a replacement for your Microsoft account, calendar, documents, or admin stack. Your mail and folders stay exactly where they are.
How is this different from Outlook's Focused Inbox?
Focused Inbox separates some important mail into a single bucket. Replyless gives you customizable AI split inboxes for the categories you actually work, plus drafting, summaries, reminders, and a bulk cleaner.
Can I connect Outlook and Gmail at the same time?
Yes. Replyless supports Outlook and Microsoft 365 alongside Gmail, Zoho Mail, and manual IMAP/SMTP accounts, and you can triage several accounts side by side. Basics includes unlimited connections.
Will it move or delete my email without asking?
No. The cleaner groups senders and suggests an action, but nothing moves until you pick a group and confirm archive, done, or trash. There is no background sweep and no unattended deletion.
What does it cost for an Outlook user?
There is a free plan with one connection and limited AI usage. Basics is $15 per user per month with a 7-day free trial and unlimited connections, and Lifetime is a one-time $299 payment for Basics access with no trial.

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