Shortlist by what you need
Start here if you know why you are leaving MailMaestro.
Want the closest match?
superReplyMost similar to MailMaestro in what it does, its category and its price.
Visit (opens superReply in a new tab)Need a free plan?
TrelloHas a free plan, rated 4.5 out of 5.
Visit (opens Trello in a new tab)Want to pay less than MailMaestro?
ShortwaveFrom $7/mo, against from $12/mo for MailMaestro.
Visit (opens Shortwave in a new tab)Want the best rated?
Fireflies.aiRated 4.5 out of 5 in our review, against 4.1 for MailMaestro.
Visit (opens Fireflies.ai in a new tab)
At a glance
Green means better than MailMaestro, red means worse. Prices are starting prices per month.
| Tool | Our rating | Starts at | Free plan | Best for | Compare |
|---|---|---|---|---|---|
 MailMaestroBaseline | 4.1 | $12/mo | Yes | AI email assistant that drafts, summarizes, and manages messages directly inside Outlook and Gmail. | |
| superReply | 3.4−0.7 | Free | Yes | AI drafts the reply to any email, DM or message across Gmail, Outlook, WhatsApp, Slack, LinkedIn, Upwork and Fiverr - matches your tone, offers several options, 90 free replies a month. | vs MailMaestro |
 Klart AI | 3.2−0.9 | Free | Yes | Two GPT-4o-powered Gmail add-ons - one drafts, translates in 13 languages, and flags harassment or sarcasm; the other auto-labels, archives, and manages spam without complex filters. | vs MailMaestro |
 Jace | 3.8−0.3 | $20/mo$8 more | No | AI email assistant that drafts Gmail replies in a user's own voice and organizes an inbox automatically. | vs MailMaestro |
 Saidar | 3.5−0.6 | Free | Yes | An email and calendar assistant you talk to in iMessage, with no app to open. | vs MailMaestro |
| Trello | 4.5+0.4 | $5/mo$7 less | Yes | The kanban-board work management tool, now with Atlassian Intelligence AI built into every card | vs MailMaestro |
| Shortwave | 4.4+0.3 | $7/mo$5 less | Yes | An AI-native email client built by former Google engineers | vs MailMaestro |
 AI Perfect Assistant | 3.7−0.4 | $9.99/mo$2.01 less | Yes | ChatGPT-powered add-in that automates writing, slides, and formulas across Word, Excel, PowerPoint, and Outlook. | vs MailMaestro |
| Fireflies.ai | 4.5+0.4 | $10/mo$2 less | Yes | One of the earliest and most established names in AI meeting notes | vs MailMaestro |
The alternatives in detail
In order of how closely each one matches MailMaestro.
superReply
3.4Free
vs MailMaestro−0.7
AI drafts the reply to any email, DM or message across Gmail, Outlook, WhatsApp, Slack, LinkedIn, Upwork and Fiverr - matches your tone, offers several options, 90 free replies a month.
- AI reply generation across Gmail, Outlook, WhatsApp, Slack, LinkedIn, Upwork, and Fiverr
- Tone-matched response suggestions
- Multiple reply options per message
Covers seven platforms from one extension, not just email
Free tier's 90 emails/month is limiting for high-volume users
Klart AI
3.2Free
vs MailMaestro−0.9
Two GPT-4o-powered Gmail add-ons - one drafts, translates in 13 languages, and flags harassment or sarcasm; the other auto-labels, archives, and manages spam without complex filters.
- GPT-4o-powered smart email replies and grammar enhancement
- Translation across 13 languages
- Sarcasm, harassment, and discrimination detection before sending
Named, real underlying model (GPT-4o) rather than vague AI claims
Free tier is limited to 10 requests per month
Jace
3.8$20/mo
vs MailMaestro$8 more−0.3
AI email assistant that drafts Gmail replies in a user's own voice and organizes an inbox automatically.
- Context-aware Gmail draft replies based on prior thread history
- Automatic inbox organization that flags what actually needs a response
- Configurable daily draft limits that scale with plan tier
Drafts read closer to a user's own voice than generic AI reply suggestions
Free trial requires payment information upfront, not a no-risk sandbox
Saidar
3.5Free
vs MailMaestro−0.6
An email and calendar assistant you talk to in iMessage, with no app to open.
- Email and calendar management over iMessage
- Daily schedule summaries
- Surfaces messages needing a decision
Lives in a thread you already have open, removing a step rather than adding one
Needs standing access to your email and calendar, a very large grant
Trello
4.5$5/mo
vs MailMaestro$7 less+0.4
The kanban-board work management tool, now with Atlassian Intelligence AI built into every card.
- Atlassian Intelligence writing assistant built into card descriptions and comments
- AI summarization that condenses long notes or meeting minutes into a short overview
- AI action-item extraction that turns messy notes into a structured checklist
Free plan is genuinely usable for individuals and small teams, not a limited-feature trial
AI features are recent additions layered onto an older product, not a ground-up AI-native design
Shortwave
4.4$7/mo
vs MailMaestro$5 less+0.3
An AI-native email client built by former Google engineers.
- AI-native email client built from scratch
- AI-powered search and thread summarization
- Built by former Google engineers
Genuinely rebuilt email experience, not a plugin on a traditional client
More features require a paid plan
AI Perfect Assistant
3.7$9.99/mo
vs MailMaestro$2.01 less−0.4
ChatGPT-powered add-in that automates writing, slides, and formulas across Word, Excel, PowerPoint, and Outlook.
- Native add-ins for Word, Excel, PowerPoint, Outlook, OneNote, and Teams
- Slide Creator that builds decks from an outline
- Formula Checker for Excel spreadsheets
Works inside Office documents instead of a separate browser tab
Token limits on paid tiers cap heavy daily use
Fireflies.ai
4.5$10/mo
vs MailMaestro$2 less+0.4
One of the earliest and most established names in AI meeting notes.
- Extensive integration ecosystem with CRM and project tools
- One of the earliest AI meeting transcription tools
- Free tier for standard use
Long operating history and refinement relative to newer competitors
More features and storage require a paid plan
FAQ
Questions people ask
Is MailMaestro free?
MailMaestro has a free plan, and paid plans start from $12/mo.
What is the best free alternative to MailMaestro?
Trello is the highest-rated alternative here with a free plan (4.5 out of 5). Other free options: Fireflies.ai, Shortwave, AI Perfect Assistant.
What is the cheapest alternative to MailMaestro?
Among paid plans, Trello has the lowest starting price (from $5/mo). If you need it free, start with Trello.
How did you pick these alternatives?
We match tools on what they do, their category and their price, using the details in our directory. Ratings come from our reviews and reader reviews.