AI email assistants compared for 2026: Gemini, Copilot, Superhuman, Fyxer, Shortwave, ChatGPT, Claude and Drag, priced for one person and a team of five.
Key takeaways
- Most AI email assistants stop at the draft: you check what the AI wrote and press send. Claude's Gmail connector can send after you approve, and on a shared support address Varley, Drag's AI, answers routine questions on its own in Agent mode (Pro plan).
- Personal assistants make one person's inbox lighter. A shared address like support@ needs a team tool, where every conversation has an owner and the AI's draft is visible to everyone.
- For a team of five on annual billing, the cheapest route is Gemini inside Google Workspace Business Starter ($35 a month, email included) and the most expensive small-business plan in our five-seat table is Fyxer Team ($320), as checked on October 16, 2026.
- Before you connect one, check three things: whether it works with your email provider, whether it can send without you, and whether your email is used to train its models.
Table of contents
- What is an AI email assistant?
- What an AI email assistant can do, and what it still leaves to you
- The 8 AI email assistants at a glance
- Pricing comparison: what AI email assistants cost per seat
- What an AI email assistant costs for a team of five
- What AI email assistants save, and where they fall short
- Does an AI email assistant train on your email?
- Drag: best for a shared address like support@
- Gemini in Gmail: best if you already pay for Google Workspace
- Copilot in Outlook: best for Microsoft 365 teams
- Superhuman: best for speed across Gmail and Outlook
- Fyxer: best for drafts in your voice and meeting follow-ups
- Shortwave: best AI search for Gmail
- ChatGPT and Claude: best if you already work in a chatbot
- How we compared these assistants
- How to choose an AI email assistant
- Frequently asked questions
- Related guides: AI assistants for Gmail, team inboxes and chatbots
The short version: an AI email assistant connects to your inbox and does part of the email work for you. It sorts and summarizes incoming mail, drafts replies in your tone, and in a few cases sends or answers on its own.
For your own inbox, start with the assistant your email provider already includes: Gemini in Gmail on Google Workspace, or Copilot in Outlook on Microsoft 365. Pay for Superhuman ($25 a seat on annual billing; $33 for its Auto Drafts), Fyxer ($37) or Shortwave ($18 for one person) when you want faster triage and drafts in your voice.
For an address several people answer, such as support@, a personal assistant is the wrong tool. You need a shared inbox with AI, such as Drag (our product), where Varley, Drag's AI, drafts replies from the team's past answers and help docs. AI is included from $18 a seat.
What is an AI email assistant?
An AI email assistant is software that reads the email in your account and takes on part of the work of handling it: deciding what matters, summarizing long threads, and writing replies for you to check. It works inside the email app you already use, or as a separate email app built around AI.
There are three ways to get one:
- Built into your email: Gemini in Gmail and Copilot in Outlook come with many Google Workspace and Microsoft 365 plans.
- A separate app or add-on: Superhuman and Shortwave are email apps with AI throughout; Fyxer works on top of your existing Gmail or Outlook.
- A general chatbot connected to your mail: ChatGPT and Claude can read your Gmail once you connect it, and work on it in a chat.
The useful split is not between these three, though. It is between assistants that make one person's inbox lighter and tools built for a shared address that several people answer. The tools below are labeled by which job they do.
What an AI email assistant can do, and what it still leaves to you
Every assistant on this page sorts or summarizes your email; most write drafts; few send anything without you. That last point matters more than any feature list, because it decides how much of your email the assistant really takes off your hands.
What the vendors document, as of October 16, 2026:
- Sorting and labels: Fyxer sorts mail into categories such as "To respond" and "FYI"; Superhuman Business adds custom AI auto labels; Shortwave has AI filters and splits.
- Summaries: Gemini, Copilot and Shortwave summarize threads; ChatGPT's Gmail plugin can "search and triage Gmail threads".
- Drafts: all eight draft replies. Fyxer is explicit about the limit: asked "Can Fyxer send emails on my behalf?", its pricing page answers "No."
- Sending: Anthropic's help center says Claude's Gmail connector can "send, reply to, and forward emails", and asks for your approval before each by default, a setting you can change.
- Answering on its own: Drag's Agent mode (Pro plan) answers customer conversations on a shared address without a person writing the reply.
The 8 AI email assistants at a glance
Eight AI email assistants cover two jobs: seven lighten one person's inbox, and Drag runs a shared address that several people answer. Prices are per seat per month on annual billing unless the row says otherwise, from each vendor's own pages on October 16, 2026.
| Assistant and who it is for | Entry price | Its AI on a reply |
|---|---|---|
Teams on a shared Gmail address | $12; AI from $18 | Drafts; on Pro, answers alone |
One person, Gmail | Google plans from $7 | Drafts; you send |
One person or team, Outlook | Free Chat on some plans; $21 | Drafts; you send |
One person, Gmail or Outlook | $25 | Drafts; you send |
One person, Gmail or Outlook | Free; $37 | Drafts; never sends |
One person or small team, Gmail | Free; $18 monthly | Drafts; you send |
One person, Gmail plugin | $20 Plus | Drafts |
One person, Gmail connector | $17 Pro | Drafts; sends if you approve |
Pricing comparison: what AI email assistants cost per seat
Per seat, standalone AI email apps start free, with paid plans from $18 to $37 a month and up to $120 on top plans; ChatGPT Plus and Claude Pro cost $20 and $17; and the assistants built into Google Workspace and Microsoft 365 cost nothing extra on many plans you may already pay for. The chart covers the four tools in our verified email-tool pricing dataset; the footnote prices the other four.
Two things the per-seat numbers hide:
- Built-in assistants are not add-ons. Gemini comes with the Google Workspace plan, so its price is the price of your email, Drive and Meet together. Microsoft 365 Copilot is the opposite: an add-on on top of a Microsoft 365 business plan.
- Some plans meter AI with credits. Fyxer Pro includes 3,000 credits a month per member after an unlimited first three months, Team includes 6,000 per member, pooled, and the free plan has 400. Drag's Plus and Pro include monthly AI credits, and heavy users can top up. Our Fyxer pricing breakdown shows how quickly recorded meetings use up Fyxer's allowance.
What an AI email assistant costs for a team of five
For five people on annual billing, an AI email assistant costs from $35 a month (Gemini, inside the Google Workspace plan that also runs your email) to $320 (Fyxer Team), a 9.1x spread, though the $35 includes your email and Copilot's $105 sits on top of a Microsoft 365 plan. The table uses each tool's plan for a small business team.
| Assistant and plan | Per seat, annual | Five seats a month, annual | Five seats, billed monthly |
|---|---|---|---|
| Gemini in Gmail (Workspace Business Starter) | $7 | $35 | $42 |
| Drag Plus (shared inbox, AI included) | $18 | $90 | $110 |
| ChatGPT Business | $20 | $100 | $125 |
| Claude Team (standard seat) | $20 | $100 | $125 |
| Microsoft 365 Copilot (add-on; $18 first-year promotion to December 31, 2026) | $21 | $105 | $126 |
| Superhuman Starter | $25 | $125 | $150 |
| Shortwave Business | $30, billed monthly | n/a | $150 |
| Fyxer Pro | $37 | $185 | $245 |
| Fyxer Team | $64 | $320 | $495 |
How to read it:
- Gemini's $35 is the whole Workspace plan, email included, so a team already on Workspace pays nothing more. Google's edition comparison lists Help me write, the Gemini side panel and AI Overviews of email threads on Business Starter, Standard and Plus.
- Copilot's $105 is on top of Microsoft 365. Microsoft's business add-on is $21 a user on annual billing, or $18 in the first year under a promotion that ends December 31, 2026. Copilot Chat in Outlook costs nothing extra on eligible plans.
- Drag's $90 includes the shared inbox itself: assignment, notes, collision detection and Varley, Drag's AI, on one shared support@ or sales@ board. It replaces the help desk seat as well as the assistant.
What AI email assistants save, and where they fall short
An AI email assistant saves time on the reading and the first draft, not on the decision: you still check what it wrote and press send. That makes the gain largest for people who write many similar replies, and smallest for people whose email is mostly judgment calls.
Where they help:
- Triage: sorting newsletters, receipts and FYIs away from the mail that needs an answer.
- Catching up: a summary of a 30-message thread before a meeting.
- First drafts: a reply in your tone that you edit rather than write.
- Follow-ups: Fyxer keeps a running list of the follow-ups your email and meetings create.
Where they fall short:
- They draft from your mailbox, not your business. An assistant that has not seen your refund policy will write a confident wrong answer about it.
- Personal tools break on shared addresses. Two people with personal assistants on one support@ account can both draft a reply to the same customer, and neither sees the other's draft.
- Privacy depends on the account type. Business plans generally keep your email out of model training; some consumer plans train unless you switch it off (next section).
Does an AI email assistant train on your email?
Business plans from Google, Microsoft and OpenAI say your email is not used to train their models; consumer chatbot plans and some assistants train on your data unless you switch it off. Check this before you connect a work account.
| Assistant | What the vendor says (checked October 16, 2026) |
|---|---|
| Gemini in Gmail (Workspace and Google AI plans) | Gemini in Gmail "doesn't use your content to train or improve Gemini or other generative AI models"; on a personal account, Gmail data you share with the separate Gemini app may be used for training (Gmail Help) |
| Microsoft 365 Copilot | Prompts, responses and data accessed through Microsoft Graph "aren't used to train foundation LLMs" (Microsoft Learn) |
| Superhuman | "Neither Mail nor any vendor trains on your data" (Superhuman help center) |
| Fyxer | Never used to train third-party models; Fyxer trains its own, and you can opt out at any time (Fyxer pricing page) |
| ChatGPT | Business, Enterprise and Edu content is not used for training by default; on personal plans, turn off "Improve the model for everyone" (OpenAI Help) |
| Claude | Free, Pro and Max chats are used to train new models when the model-training setting is on; choose in Settings, Privacy (Anthropic) |
| Shortwave | Not stated on its pricing page, which lists Google CASA Tier 2 compliance; ask before connecting |
The sources: Gmail Help on Gemini and your data, Microsoft 365 Copilot privacy, OpenAI data controls and Anthropic's consumer terms update.
Drag: best for a shared address like support@
Drag is our product, priced and described on the same terms as the other seven. It comes first because it answers the half of the question they leave out: what to use when several people answer the same address. The other assistants make one person's inbox lighter. Drag turns support@ or sales@ into a shared board in the Gmail your team already uses, where every conversation has one owner, and Varley, Drag's AI, drafts from the team's past replies and help docs rather than one person's mailbox.
- What Varley does: tags incoming email, drafts replies, catches you up on a thread, and answers questions about your inbox (Plus). On Pro, Varley's Agent mode answers customer conversations on its own, and WhatsApp, the API and the MCP server are included.
- What stops double replies: collision detection and assignment on every plan, so two people do not answer the same customer.
- Price: Starter $12, Plus $18 and Pro $24 a seat on annual billing ($16, $22 and $30 monthly). AI is included in Plus and Pro, with monthly AI credits per seat, and heavy users can top up. No seat minimums; 7-day free trial, no card.
- Where it is the wrong pick: your own inbox. Drag is built for shared addresses, and it works on Gmail and Google Workspace, not Outlook. If you want Varley on your personal Gmail, that is Hey Help, our sister product for one person's inbox.
- Already on another help desk: Varley also works outside Drag, with other help desks and through an API and MCP server, at varley.ai.
Drag · with Varley
Several people answering support@? Give the AI the team's inbox, not one person's
Drag turns a shared Gmail address into a board where every customer email has an owner, and Varley drafts replies from your team's past answers and docs for a teammate to check. On Pro, Varley's Agent mode answers routine questions on its own. AI included from $18 a seat. 7-day free trial, no card.
For a ranking of AI tools built for team inboxes, including Hiver, Front and Missive, see our best AI assistants for shared inboxes.
Gemini in Gmail: best if you already pay for Google Workspace
Gemini in Gmail is the AI email assistant most Gmail users already have: it drafts with Help me write and summarizes threads, at no extra cost on Google Workspace Business plans.
- Price: inside Google Workspace Business Starter, Standard and Plus ($7, $14 and $22 a user on annual billing; $8.40, $16.80 and $26.40 flexible). Our Google Workspace pricing guide has team totals.
- Personal Gmail: Help me write is free on personal accounts in the US only, according to Gmail Help; Google AI Pro ($19.99 a month) adds Gemini in Gmail, Docs and other apps.
- Limit: it drafts; you send. It works on one person's mailbox, and Gmail's delegation help lists Gemini in Gmail among the features delegates of a shared account can't use.
Our guide to Gemini in Gmail walks through each feature.
Copilot in Outlook: best for Microsoft 365 teams
Copilot in Outlook is Microsoft's AI email assistant: it drafts replies and summarizes threads, and its basic version, Copilot Chat, comes with eligible Microsoft 365 business plans at no extra cost.
- Price: Microsoft 365 Copilot is $21 a user a month on annual billing ($18 for the first year under a promotion to December 31, 2026, or $25.20 billed monthly), added to a Microsoft 365 business plan. For home users, Microsoft 365 Personal ($9.99 a month) includes Copilot in the Outlook desktop app.
- Limit: Outlook only, and on Microsoft 365 Family, Microsoft says only the subscription owner gets the AI features.
Superhuman: best for speed across Gmail and Outlook
Superhuman is a fast email app for Gmail and Microsoft 365 accounts, with AI drafting, auto labels and search built in; its strongest AI features sit on the Business plan.
- Price: Starter $25 and Business $33 a seat on annual billing ($30 and $40 monthly).
- What Business adds: Auto Drafts, Ask AI and custom AI auto labels, plus the Superhuman Mail MCP.
- Team features: shared conversations and team comments on Starter.
- Limit: Superhuman's help center says it supports Gmail and Microsoft 365 hosted accounts only.
More options in our Superhuman alternatives guide.
Fyxer: best for drafts in your voice and meeting follow-ups
Fyxer works on top of your existing Gmail or Outlook: it sorts your inbox into categories, drafts replies in your tone, and records meetings to keep a follow-up list.
- Price: a free plan with 400 credits a month; Pro $37 and Team $64 a person on annual billing ($49 and $99 monthly). Inbox sorting and drafts start on Pro. The 14-day free trial starts on the Team plan.
- Team plan: shared follow-ups with owners, an organization profile and team reporting.
- Limit: Fyxer drafts and never sends; its own pricing page says so.
Compared with other options in our Fyxer alternatives guide.
Shortwave: best AI search for Gmail
Shortwave is an email app for Gmail with an AI assistant that searches your mail history, writes in your style and sorts mail with AI filters.
- Price: free plan; Pro $18 for one person; Business $30, Premier $45 and Max $120 a seat a month. Its billing guide says new subscriptions are billed monthly.
- Team features: its pricing page lists thread sharing, team comments, assignees and shared labels.
- Limit: Gmail and Google Workspace only; Shortwave's docs say Microsoft 365 and Exchange accounts are not supported. For drafting replies automatically, Shortwave points to Tasklet, a separate product.

ChatGPT and Claude: best if you already work in a chatbot
ChatGPT and Claude become AI email assistants once you connect Gmail: they read and search your mail from the chat, and write replies there.
- ChatGPT: Plus $20 a month; Business $20 a user on annual billing ($25 monthly). OpenAI also sells Go at $8; check that the Gmail plugin is available on your plan. OpenAI's guide says the Gmail plugin can search and triage threads and create reply drafts.
- Claude: Pro $17 a month on annual billing ($20 monthly); Team $20 a standard seat on annual billing ($25 monthly), from two seats. Anthropic's help center says the Gmail connector can send, reply and forward, and asks for your approval before each action by default.
- Limit: you work in the chat, not in your inbox, and neither shares drafts with a team. Our guides cover connecting Gmail to ChatGPT and Gmail to Claude.
How we compared these assistants
We compared the eight assistants from each vendor's own pricing pages and help documentation, read on October 16, 2026, not from hands-on testing. Each was judged on four things: what its AI does without you, which email providers it works with, what five seats cost, and what the vendor says about training on your email.
Left out on purpose: SaneBox and Apple Intelligence in Apple Mail, which sort or rewrite mail but don't draft replies from your history; Proton Scribe, a writing assistant for Proton Mail rather than Gmail or Outlook; Spark, Canary Mail and MailMaestro, writing helpers inside other email apps; Inbox Zero and Lindy, automation agents you set up yourself; and Missive, Front and Hiver, team inboxes covered in our best AI assistants for shared inboxes.
How to choose an AI email assistant
Choose by whose inbox it is for first, then by email provider, then by price. Five checks, in order:
- Whose inbox is it? Your own: a personal assistant. An address several people answer: a shared inbox with AI.
- Which email provider? Gemini and Shortwave are for Gmail; Copilot is for Outlook; Superhuman and Fyxer support both.
- What do you already pay for? Try Gemini on Google Workspace or Copilot Chat on Microsoft 365 before buying another seat.
- What may it do without you? Most only draft. Allow sending or autonomous answers on a narrow set of questions, and read its replies for the first weeks.
- What happens to your data? Read the training setting before you connect a work account, and switch it off where you can.
The direction of travel is clear in the vendors' own pages: assistants are moving from drafting toward sending with approval (Claude's Gmail connector) and answering on their own (agents on shared addresses). The safe way to adopt them is the same at every level: let the AI do more only where you can check its work.
Frequently asked questions
Is there a free AI email assistant?
Yes. Fyxer and Shortwave have free plans, and Gemini in Gmail comes at no extra cost with Google Workspace Business plans from $7 a user; on personal Gmail, Help me write is free in the US only. Microsoft's Copilot Chat in Outlook costs nothing extra on eligible Microsoft 365 business plans. Free plans limit AI use, so heavy users end up on a paid plan.
What is the best AI email assistant for business?
For most businesses, start with the assistant inside the email plan you already pay for: Gemini on Google Workspace (from $7 a user) or Copilot on Microsoft 365. Add Superhuman or Fyxer for people who live in email. For shared addresses like support@, use a shared inbox with AI, such as Drag, where Varley drafts replies from your team's past answers, from $18 a seat with AI included.
Which AI email assistant is best for a small team?
It depends on whether the team shares an address. If each person handles their own mail, use the assistant in your email plan (Gemini or Copilot), or Superhuman for speed. If several people answer support@ or sales@, use a shared inbox with AI, such as Drag with Varley, its AI, so every conversation has one owner and nobody answers a customer twice.
Can I stop an AI email assistant from sending without asking me?
Yes. Most assistants never send on their own: they leave a draft for you to check. Claude's Gmail connector asks for your approval before each send by default, and you can keep it that way. In Drag, answering on its own is Agent mode on the Pro plan; on Plus, Varley drafts the reply and a teammate decides whether to send it.
Do I need my admin's approval to connect an AI assistant to work email?
Often, yes. On Google Workspace and Microsoft 365, admins decide which third-party apps can access company mail, so a connection can fail until they allow it. Gemini in Gmail and Copilot in Outlook are switched on or off by the same admins. Ask before connecting, and share the vendor's training policy from the table above.
Does an AI email assistant work with Outlook?
Some do. Copilot is built for Outlook, and Superhuman and Fyxer support both Gmail and Outlook accounts. Gemini in Gmail and Shortwave are Gmail only; Shortwave says Microsoft 365 and Exchange accounts are not supported. Drag works on Gmail and Google Workspace.
Related guides: AI assistants for Gmail, team inboxes and chatbots
These guides go deeper on the questions this page only touches: team inboxes, Gmail-only tools and AI that answers on its own.
- Best AI assistants for shared inboxes: Drag, Missive, Hiver and Front ranked for team addresses.
- Gmail AI assistant: top tools: Gmail-only options in more depth.
- What is agentic email?: when the AI answers instead of drafting.
- Varley in Drag: what Drag's AI does on a shared inbox, and how AI credits work.
Ready to put AI on your team's shared inbox? Start a 7-day free trial of Drag, no card needed.
Co-founder
Co-founder at Drag, writing about Google Workspace, shared inboxes, and how teams actually run email.
