MoreAI.tools
MailMaestro preview
72
Stack Score
Editorial pick
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MailMaestro

AI assistant for Outlook + Gmail.

Try MailMaestro✓ Free trial available

Best for

Outlook-heavy professionals — sales, support, consulting — who write similar emails dozens of times a day and want a native add-in.

At a glance

Pricing
freemiumfrom $12/mo
Setup time
5 minutes
Learning curve
easy
Last verified
5/19/2026

What we love

  • Native Outlook add-in works inside the actual mail client
  • Tone controls feel meaningfully different, not cosmetic
  • Solid GDPR posture — EU servers, no training on emails

Where it falls short

  • Free tier is genuinely capped — you'll hit limits weekly
  • Drafts can still feel generic on complex client emails
  • Mobile experience is weaker than desktop add-in

Pricing

✓ Pricing verified Jun 21, 2026

4 tiers

Free

$0

per seat/month

  • Best LLMs (GPT-4o, Claude 3.5)
  • Compose, Reply, Improve with AI
  • Limited to 3 requests per week
  • Magic templates
  • AI personality

Professional

$15

per seat/month ($12 annual)

  • All features in Free
  • Summarize emails and attachments with AI
  • Smart meeting scheduling
  • Improve selected text, Priority Inbox
  • Email Reminders, remove watermark

Team

$15

per seat/month

  • All features in Professional
  • Sharing templates
  • Share email to MS Teams
  • Enterprise grade security
  • Team dashboard and license management

Enterprise

Custom

annual contract

  • All features in Team
  • Custom data retention policy
  • Onboarding trainings
  • Dedicated customer support
  • Custom integrations and infosec support

Why we picked it

Useful for client-facing teams where the tone matters.
— MoreAI.tools editor

Overview

AI drafting + summarization for Outlook + Gmail. Strong on professional/legal tone.

Key features

  • AI email drafting from short bullets inside Outlook and Gmail
  • Tone presets — professional, friendly, assertive, apologetic
  • Reply suggestions generated from the original thread context
  • Improve writing — fix tone, grammar, clarity in one click
  • Translation across 100+ languages while keeping intent
  • Saved templates and snippets shared across the team

Best use cases

Sales follow-ups

Generate context-aware replies to prospects without rewriting the same email 20 times.

Support responses

Draft empathetic replies to customer tickets that match a chosen tone preset.

Multilingual correspondence

Write or translate emails for international clients without leaving your inbox.

Integrations

Microsoft Outlook
Gmail
Microsoft 365
Google Workspace

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