Checked against seven criteria on September 13, 2026, the best AI email assistants were Fyxer, Superhuman Mail, Spark Mail, Synced, ChatGPT, Copilot in Outlook, Shortwave, and Gemini in Gmail, in that order. Fyxer met every criterion: it drafts replies on its own, never sends without approval, supports Gmail and Outlook, is generally available with a free trial, and says your data isn't used for model training. Synced, the AI inbox assistant, ranked fourth because it is still in private beta.
The seven criteria used to rank AI email assistants
- Drafts replies with AI inside your email workflow, not only in a separate chat.
- Prepares drafts without you prompting for each one.
- Doesn't send AI-written email unless you approve it, by default.
- Works with both Gmail and Outlook.
- Is generally available, with self-serve pricing published on the vendor's site.
- Has a free plan or a free trial.
- Publishes a policy that your email data isn't used to train AI models, for the plan an individual or small team would buy.
Each tool gets Yes, Partial, or No per criterion. The order is the number of Yes answers, with Partial counting as half. Ties go to the tool that is generally available, then to broader email provider support, then to having a free plan. Price isn't a criterion on its own because the right price depends on what you already pay for, but every entry lists it.
AI email assistants compared against the criteria
| Rank | Tool | Drafts in email | Drafts unprompted | Approval by default | Gmail and Outlook | Generally available | Free plan or trial | No-training policy |
|---|---|---|---|---|---|---|---|---|
| 1 | Fyxer | Yes | Yes | Yes | Yes | Yes | Yes (trial) | Yes |
| 2 | Superhuman Mail | Yes | Yes | Yes (auto-send optional) | Yes | Yes | Yes (free month offer) | Partial |
| 3 | Spark Mail | Yes | No (Auto-Drafts coming soon) | Yes | Yes | Yes | Yes | Yes |
| 4 | Synced | Yes | Yes | Yes | Yes | No (private beta) | Yes | Yes |
| 5 | ChatGPT | Partial (via plugins) | Partial (scheduled) | Yes | Yes | Yes | Yes | Partial |
| 6 | Copilot in Outlook | Yes | No | Yes | Partial (Gmail by linking) | Yes | Yes (trial) | Yes |
| 7 | Shortwave | Yes | Partial (via Tasklet) | Partial (not stated) | No (Gmail only) | Yes | Yes | Yes |
| 8 | Gemini in Gmail | Yes | Partial (suggested replies) | Yes | No (Gmail only) | Yes | Yes (Workspace trial) | Partial |
Checked September 13, 2026 against each vendor's own pages. Ties: Spark over Synced (general availability), ChatGPT over Copilot (provider support), Shortwave over Gemini (free plan).
1. Fyxer
Fyxer works inside Gmail or Outlook, sorts mail into categories like To Respond and FYI, and drafts a reply in your voice for emails that need one. Its security page says it will never send an email on your behalf and that your data is never used to train third-party AI models. It also joins video meetings to take notes. Starter is $22.50 per user per month billed annually, after a 7-day trial. Best for Gmail or Outlook users with a lot of meetings. See Synced vs Fyxer.
2. Superhuman Mail
Superhuman Mail is a fast email client for Gmail and Outlook on Mac, Windows, web, iOS, and Android, with Write with AI, Instant Reply, and Auto Drafts on its Business plan. It can also send emails on your behalf if you choose, which is why approval is marked as the default rather than the only mode. Model training scored Partial: Superhuman prohibits its AI providers from training on your data, while its suite plans page lists model training as opt-out on Business. Starter is $25 and Business $33 per member per month billed annually. See Synced vs Superhuman.
3. Spark Mail
Spark is a cross-platform email app for Gmail, Outlook, iCloud, Yahoo, and IMAP with a Free plan, and +AI tools that draft from a prompt for you to review and send. Its privacy policy says it doesn't use your data to train any AI model. It misses one criterion today because Auto-Drafts is listed as coming soon. Plus is $10 a month or $99 a year. See Synced vs Spark.
4. Synced
Synced is an AI inbox assistant that reads new messages from Gmail and Outlook, as well as Slack, Microsoft Teams chats, WhatsApp Business, Instagram Business DMs, Messenger, SMS, and GroupMe. For each message it writes an Action Plan that can include a draft, a file from Drive or OneDrive, and open times from Google Calendar, and every AI-drafted message waits for approval. It ties Spark on criteria and ranks below it because Synced is in private beta: access is by waitlist, and it runs on desktop browsers and iPhone only. The Free plan covers 20 Action Plans a week; Pro is listed at $29.99 per user per month.
5. ChatGPT
ChatGPT connects to Gmail and Outlook through plugins and can review your inbox and draft replies on a schedule, following OpenAI's inbox guide that asks before sending or deleting. Drafting scored Partial because it runs through ChatGPT rather than inside your email app. Model training scored Partial because OpenAI's documentation we could access covers Business, Enterprise, and Edu, not individual plans. Plus is $20 a month. See Synced vs ChatGPT.
6. Copilot in Outlook
Draft with Copilot writes full emails in Outlook from a prompt and the thread, and you keep, edit, and send them. Microsoft Learn says prompts, responses, and Microsoft Graph data aren't used to train foundation LLMs. Gmail works only by linking the account to a Microsoft 365 subscription in new Outlook. Copilot Business is $21 per user per month paid yearly, on top of a qualifying Microsoft 365 plan. See Synced vs Copilot in Outlook.
7. Shortwave
Shortwave is an AI-first email client with AI search, AI filters, and a free plan, and its security page says your data is never used to train third-party LLMs. It ranks lower here mainly because it supports Gmail and Google Workspace only, and because automatic drafting runs through a separate product, Tasklet. Paid plans start at $30 per seat per month. See Synced vs Shortwave.
8. Gemini in Gmail
Gemini is built into Gmail for Workspace customers and Google AI plan subscribers, with Help me write, summaries, and Contextual Smart Reply. It's Gmail-only by definition. Model training scored Partial because Google's Workspace commitment not to train without permission doesn't cover personal accounts, where Google says it removes personal information from data used to train Gemini. Workspace Business Starter is $7 per user per month. See Synced vs Gemini in Gmail.
Tools we checked but didn't rank
SaneBox is a long-running email filter for nearly any provider, from $9.49 a month, but writing replies isn't among its listed features, so it doesn't fit these criteria. If sorting is your main problem, see SaneBox alternatives. We'll recheck this list as vendors change plans; the date on every row is the date we looked.
How we evaluated
- Every fact about another company comes from that company's own pricing page, product page, documentation, or privacy policy, fetched on September 13, 2026 and linked below. Third-party reviews and roundups weren't used.
- Where a vendor's page didn't state something, we scored it Partial or No and said so, rather than guessing.
- Pages that blocked automated access (OpenAI's main pricing and help-center pages) were skipped, and ChatGPT was scored only on OpenAI documentation we could read.
- Synced facts come from Synced's own pricing and security pages. The Synced team wrote this page, which is the reason for publishing the criteria and the tie-break rules.
- No tool was tested for draft quality. Quality depends heavily on your mail, so try two or three with a free plan or trial on a week of real messages. The evaluation guide has a checklist.
- Fyxer pricing and FAQ (checked 2026-09-13)
- Fyxer security (checked 2026-09-13)
- Superhuman Mail pricing (checked 2026-09-13)
- Superhuman suite plans (checked 2026-09-13)
- Superhuman Mail AI features and privacy (checked 2026-09-13)
- Superhuman Mail product page (checked 2026-09-13)
- Superhuman blog: platform and provider support (checked 2026-09-13)
- Spark pricing (checked 2026-09-13)
- Spark +AI feature page (checked 2026-09-13)
- Spark app privacy policy (checked 2026-09-13)
- ChatGPT Learn: Pricing (checked 2026-09-13)
- ChatGPT Learn: Get your email to inbox zero (checked 2026-09-13)
- ChatGPT Learn documentation index (checked 2026-09-13)
- Microsoft 365 Copilot plans and pricing (checked 2026-09-13)
- Microsoft Support: Draft an email message with Copilot in Outlook (checked 2026-09-13)
- Microsoft Support: Link non-Microsoft email accounts for premium benefits (checked 2026-09-13)
- Microsoft Learn: Data, privacy, and security for Microsoft 365 Copilot (checked 2026-09-13)
- Shortwave pricing (checked 2026-09-13)
- Shortwave docs: Security and Privacy (checked 2026-09-13)
- Shortwave docs: Use Shortwave with other email providers (checked 2026-09-13)
- Gemini in Gmail product page and FAQ (checked 2026-09-13)
- Google Workspace pricing (checked 2026-09-13)
- Generative AI in Google Workspace Privacy Hub (checked 2026-09-13)
- SaneBox pricing (checked 2026-09-13)