kitio.aiMailMaestro vs Auto Gmail
A side-by-side look at pricing plans, free tiers, features, pros and cons, updated for 2026. MailMaestro starts at See pricing page and Auto Gmail starts at $27/mo. Check both pricing pages for current plans.
At a glance
Best for
Pricing model
Starting price
Free plan
Made by
Based in
Rating
Key features
- AI email drafts
- Thread summaries
- Tone and length control
- Shared templates
- Outlook add-in
- Automatic reply drafts
- Learns your writing style
- Background draft generation
- Custom context and signature
- Gmail mobile support on Pro
| Feature | MailMaestro | Auto Gmail |
|---|---|---|
| Best for | AI email writer and summariser for Outlook and Gmail | Gmail extension that drafts replies automatically in your style |
| Category | Writing | Writing |
| Pricing model | Freemium | Freemium |
| Starting price | See pricing page | $27/mo |
| Free plan | Yes | Yes |
| Made by | Maestro Labs | Auto Gmail |
| Based in | United Kingdom | – |
| Rating | No ratings yet | No ratings yet |
| Key features |
|
|
Pricing compared
MailMaestro starts at See pricing page and Auto Gmail starts at $27/mo. Check both pricing pages for current plans.
Free plan
Cheapest paid plan
Top plan
Free trial
4 plans
Email
$12/seat/mo billed yearly
- Per seat
- Write, reply and improve emails
- AI agents that label and draft
- Thread summaries
Meetings
$17/seat/mo billed yearly
- Per seat
- Notes, transcripts, summaries
- Teams, Meet and Zoom
- 40+ languages
MaestroDuo
$25/seat/mo billed yearly
- Per seat
- Email and Meetings in one plan
Enterprise
Contact sales
- SSO, SOC 2, HIPAA
- Custom data retention
- 100+ seats
2 plans
Starter
$27/mo
- Up to 600 drafts per month
- AI draft editing
- Custom context and signature
Pro
$47/mo
- Up to 1,000 drafts per month
- Trains on your whole inbox
- Works on your phone
Prices in USD, checked Oct 28, 2026 or later. Plans change often, so confirm on each tool's site before you buy.
Pros and cons
MailMaestro
- Works inside Outlook natively
- Free plan for light use
- Good thread summaries
- Gmail support is less complete than Outlook
- Team features need paid seats
Auto Gmail
- Drafts appear without prompting
- Stays inside Gmail
- Adapts to your tone
- Gmail only
- Mobile support requires Pro
- Needs access to read your inbox
Which one should you choose?
Choose MailMaestro if you want:
- Works inside Outlook natively
- Free plan for light use
- Good thread summaries
Watch out: gmail support is less complete than outlook.
Choose Auto Gmail if you want:
- Drafts appear without prompting
- Stays inside Gmail
- Adapts to your tone
Watch out: gmail only.
MailMaestro vs Auto Gmail FAQ
What is the difference between MailMaestro and Auto Gmail?
MailMaestro: AI email writer and summariser for Outlook and Gmail. Auto Gmail: Gmail extension that drafts replies automatically in your style. Both are writing tools.
Is MailMaestro or Auto Gmail cheaper?
MailMaestro starts at See pricing page and Auto Gmail starts at $27/mo. Check both pricing pages for current plans.
Do MailMaestro and Auto Gmail have free plans?
MailMaestro: Yes. Auto Gmail: Yes.
Who makes MailMaestro?
MailMaestro is made by Maestro Labs, based in United Kingdom.
Who makes Auto Gmail?
Auto Gmail is made by Auto Gmail.
Which should I choose, MailMaestro or Auto Gmail?
Choose MailMaestro if you value works inside outlook natively and free plan for light use. Choose Auto Gmail if you value drafts appear without prompting and stays inside gmail.