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MailMaestro

MailMaestro is an AI email assistant for professionals who want to spend less time handling messages and improve writing and inbox organization.

Place
#15 of 46
Score
6.8
MailMaestro's website

What MailMaestro is

MailMaestro is an AI email assistant for professionals who want to spend less time handling messages and improve writing and inbox organization. It drafts emails, revises and polishes existing text, corrects typos, and summarizes email threads and attachments. Those summaries can inform a generated response, while Rapid Replies presents contextual options that can be turned into a professional reply. It can write professional responses in 18 languages. For scheduling, it recognizes meeting invitations, checks availability in Outlook or Gmail calendars, and supports one-click responses. Users can share thread summaries in a Microsoft Teams channel or direct message. Magic templates and keyword shortcuts help with repeated messages and common details. The service is available as an extension and on the web. Gmail use requires Google Chrome; the Outlook version works with the web app, legacy Outlook, and new Outlook. The free plan limits Compose, Reply, and Improve to three uses per week. Maestro Labs says customer data is not used to train AI models and is encrypted at rest and in transit.

Good

  • Drafts, polishes, and corrects email text
  • Summarizes threads and attachments
  • Creates responses in 18 languages
  • Checks calendar availability for meeting invitations
  • Includes templates and keyword shortcuts

Watch out

  • Gmail version works only with Google Chrome
  • Free Compose, Reply, and Improve limited to three weekly uses
  • Automatic sending is not available

Who it suits

It suits professionals who want help drafting, summarizing, and organizing email, especially those working in Gmail or Outlook. Teams may find its shared templates and Microsoft Teams summaries useful.

Verdict

MailMaestro combines drafting, thread summaries, calendar handling, and reusable templates in an email-focused assistant. Check the free-plan limit and browser requirement for Gmail before choosing it.

Plans and prices

From MailMaestro's own pricing page, checked 30 Sep 2026.

All about pricing
PlanPriceWhat it gives you
FreeFreeCompose, Reply and Improve limited to 3 per week · Magic templates · AI knowledge · per seat/month
Professional/ Team$15 a monthAuto labels · Email and attachment summaries · Email reminders · Smart meeting scheduling · Improve selected text · Shared team templates · per seat/month
MaestroDuo$27 a monthMailMaestro Professional features · TeamsMaestro Professional features · One subscription, two AI assistants · per seat/month
Professional/ Team$144 a yearAuto labels · Email and attachment summaries · Email reminders · Smart meeting scheduling · Improve selected text · Shared team templates · $144.00 per seat per year (= $12.00 per seat/month, billed annually)
MaestroDuo$300 a yearMailMaestro Professional features · TeamsMaestro Professional features · One subscription, two AI assistants · $300.00 per seat per year (= $25.00 per seat/month, billed annually)
EnterprisePriced on requestCompany-wide templates and tones · Shared company knowledge · Custom data retention · Custom integrations · SOC2, CASA, HIPAA and GDPR security · SSO

The facts

Each one read from MailMaestro's own pages, with the date it was checked.

What it does

Calendar integration
It detects meeting invitations, checks availability in Microsoft Outlook or Gmail calendars, and enables one-click responses.checked 30 Sep 2026
Data protection
The company says customer data is not used to train AI models, is encrypted at rest and in transit, and is protected with role-based access, MFA and least-privilege controls.checked 30 Sep 2026
Email drafting
It writes emails from scratch, rewrites and polishes drafts, and fixes typos.checked 30 Sep 2026
Enterprise controls
Enterprise customers can request zero-day data retention and PII obfuscation.checked 30 Sep 2026
Language support
MailMaestro can create professional email responses in 18 languages.checked 30 Sep 2026
Product purpose
MailMaestro is an AI email assistant for professionals who want to reduce time spent on email while improving writing style and inbox organization.checked 30 Sep 2026
Reply generation
Rapid Replies prepares contextual response options and creates a professional reply based on the selected option.checked 30 Sep 2026
Security certifications
Maestro Labs states that MailMaestro is SOC 2 Type II certified, GDPR compliant, HIPAA compliant with a BAA on request, Microsoft attested, Google verified and Tier 2 CASA verified.checked 30 Sep 2026
Support
The pricing page directs users to contact Maestro Labs for enterprise plans and lists dedicated customer support for Enterprise.checked 30 Sep 2026
Templates and shortcuts
Magic templates speed up repetitive emails, while keyword shortcuts insert predefined information such as a phone number or LinkedIn profile.checked 30 Sep 2026
Thread summaries
It summarizes entire email threads and attachments and can generate responses from that context.checked 30 Sep 2026

Where it runs

Gmail platform
MailMaestro for Gmail is provided as a Chrome extension and works only with the Google Chrome browser.checked 30 Sep 2026
Outlook platform
The Outlook version is available for the Outlook web app, legacy Outlook and new Outlook.checked 30 Sep 2026

The company

Headquarters
Singaporechecked 28 Sep 2026
Teams integration
Users can share a specific email-thread summary in a Microsoft Teams channel or direct message.checked 30 Sep 2026

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