🎧 New: every plan includes meeting transcription & notes — Pro adds PC recording, templates, Ask BOSS transcript Q&A, and AI follow-up drafts. No bot ever joins your call.
Pick Basic or Pro, choose Gmail or Outlook, then start the trial or checkout.
Choose Basic Trial or Pro Trial below. If you already picked Gmail or Outlook, the PayPal free-trial button appears under each plan so you can start with fewer steps.
Prefer to pay now or view annual pricing? Open standard pricing →7-day free trial | Gmail or Outlook | Cancel anytime
Drafts are prepared for you to review, edit, and send.
Trial starts with single-user trial access, an instant EMaiL Guide, trial-level AI settings, and trial-specific usage limits. Paid Pro or post-trial conversion unlocks full inbox, sent-mail, business-description, and up to 3 websites for the complete personalized EMaiL Guide.
Best for users who want cleaner inboxes, personalized drafts, Mail Desk, calendar briefings, calendar edits, and meeting notes.
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Best for users who want Smart Routing, review-first attachment routing, attachment summaries, meeting tools, deeper calendar review, full Pro calibration, and higher AI capacity.
Manage Pro team seats inside EMaiL BOSS. Built-in video tutorials help users get started faster.
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Everything in Pro plus custom workflows, ZDR options, knowledge-base uploads, file sync, phone assistant options, and business-specific workflow design.
Contact for Custom →Custom-scoped onboarding and deployment
The trial is designed to let you test the workflow quickly without running full paid onboarding on day one. It starts with an instant EMaiL Guide based on generic starter folders. Paid Pro or post-trial conversion unlocks the full inbox, sent-mail, business-description, and up to 3 websites used for the complete personalized EMaiL Guide.
Basic covers everyday inbox control, Pro adds deeper AI workflow, and B.O.S.S. Custom handles enterprise integrations.
| Feature | Basic $25/mo |
Pro $45/mo per seat |
B.O.S.S. Custom |
|---|---|---|---|
| Core Drafting & Inbox Control | |||
| Automatically builds the EMaiL Guide | ✓ | ✓ | ✓ |
| Pro personal calibration from inbox and sent messages using business-description and up to 3 websites | — | ✓ | ✓ |
| Normal drafting and proactive drafting modes | ✓ | ✓ | ✓ |
| Edit EMaiL Guide in Gmail or Outlook, then reload in the desktop app | ✓ | ✓ | ✓ |
| Edit EMaiL Guide to create custom labels, categories, and tracked instructions | ✓ | ✓ | ✓ |
| Pick what categories to prioritize | ✓ | ✓ | ✓ |
| Inbox control modes (keep in Inbox or move to labels/folders) | ✓ | ✓ | ✓ |
| Inbox Cleanup automation | ✓ | ✓ | ✓ |
| Mail, Schedule & Pro Workflow Split | |||
| Mail Desk | ✓ | ✓ | ✓ |
| Schedule overview | ✓ | ✓ | ✓ |
| Today Calendar Briefing | ✓ | ✓ | ✓ |
| 7-Day Calendar Briefing | ✓ | ✓ | ✓ |
| Calendar create/edit/delete | ✓ | ✓ | ✓ |
| AI 7-Day Calendar Review | — | ✓ | ✓ |
| Email Brief | — | ✓ | ✓ |
| Schedule Assistant with opening search and conflict explanations | — | ✓ | ✓ |
| Auto-Schedule entries from deadline/action emails | — | ✓ | ✓ |
| Automatic attachment summaries for important email categories | — | ✓ | ✓ |
| Voice-to-text input | — | ✓ | ✓ |
| Reply Studio / Mail Studio | — | ✓ | ✓ |
| Smart Routing and sub-label/folder automation | — | ✓ | ✓ |
| Review-first Smart Attachment Routing to local, OneDrive, or Dropbox folders | — | ✓ | ✓ |
| Optional Knowledge Base/history-backed AI features, off by default | — | ✓ | ✓ |
| Higher daily AI capacity | — | ✓ | ✓ |
| Manage Pro team seats inside EMaiL BOSS | — | ✓ | ✓ |
| Built-in video tutorials | ✓ | ✓ | ✓ |
| Meeting Notes & Transcription | |||
| Meeting transcription & AI notes (microphone or uploaded audio) | ✓ | ✓ | ✓ |
| PC meeting recording | — | ✓ | ✓ |
| Meeting-type templates (sales, 1:1, standup, interview, lecture, and more) | — | ✓ | ✓ |
| Ask BOSS Q&A grounded in the meeting transcript | — | ✓ | ✓ |
| AI follow-up email drafts from meetings | — | ✓ | ✓ |
| B.O.S.S. Custom — Enterprise & Integrations | |||
| Zero Data Retention (ZDR) for AI available for custom deployments | — | — | ✓ |
| Realtime voice commands on the go | — | — | ✓ |
| Custom AI phone assistant | — | — | ✓ |
| Optional custom Knowledge Bases and direct uploads | — | — | ✓ |
| Custom integrations with business workflow | — | — | ✓ |
| File integration into Dropbox / OneDrive / Google Drive | — | — | ✓ |
| B.O.S.S. solutions customized to business needs | — | — | ✓ |
Best for everyday inbox control and personalized drafting.
Best for users who want the full AI workflow and higher capacity.
Best for custom workflow design and business-specific integrations.
Ready to try it? Use the Start 7-Day Free Trial option above, or use Contact for Custom for custom deployment questions.
No. EMaiL BOSS drafts, organizes, summarizes, and prepares follow-up work for you to review. You stay in control of what gets sent.
No. B.O.S.S. servers do not receive, route, read, or store your email, calendar, meeting recordings or content, attachments, reference documents, or other work files. The desktop app connects directly to Gmail or Outlook and, only when an AI feature needs content, directly to the AI provider. Account, activation, billing, and AI usage information remain separate from your work data.
No. AI Knowledge Base is off by default for privacy.
When it is off, EMaiL BOSS uses only the current email and any included attachments for that AI request. Uploaded documents, draft history, and processed-email reference history are not saved with the AI provider for future lookup.
When it is on, you can add reference documents, and EMaiL BOSS can save reference history so future AI requests can search that extra context. Pro features still work when AI Knowledge Base is off.
No. Turning it off only stops Knowledge Base search and background sync/upload. Deleting an existing Knowledge Base would be a separate action.
Yes. Choose Gmail if you use Gmail. Choose Outlook if you use Outlook.com, Hotmail, Live.com, or a Microsoft 365 work/school mailbox.
Yes. EMaiL BOSS runs on your Windows computer, but you can access that computer remotely with a secure remote desktop tool such as Google Chrome Remote Desktop. Install it on your desktop and on your iPhone, iPad, or Android phone, then connect to your computer while you are away. With normal pinch-to-zoom on your phone, you can control EMaiL BOSS much like you would from your desk.
Yes. If you use a desktop AI agent that can access your computer and you can communicate with that agent from your phone, it can be another way to work with EMaiL BOSS while you are away. For example, you could ask the agent to open EMaiL BOSS, check an email briefing, review inbox cleanup or triage results, summarize AI insights, look for calendar openings, or help you understand draft replies and attachment summaries from the same desktop where EMaiL BOSS is installed. This is separate from EMaiL BOSS itself and depends on the agent you use, the permissions you grant, and your security settings. You should personally review important actions, especially replies, calendar changes, or sensitive mailbox data. If you want help setting up remote desktop access or a desktop-agent workflow, B.O.S.S. can help through our custom service.
The trial starts with an instant EMaiL Guide based on generic starter folders, trial-level AI settings, and trial-specific usage limits. It is designed to show most of the EMaiL BOSS workflow before your paid plan determines what remains after conversion.
Basic and Pro trials are mostly the same during the 7-day trial so you can test the broader EMaiL BOSS workflow before choosing a paid plan. After the trial, Basic continues with Basic features only, while Pro unlocks the full Pro feature set.
EMaiL BOSS works directly with Gmail and Outlook-connected Microsoft mailboxes, including Outlook.com, Hotmail, Live.com, and Microsoft 365 work/school mailboxes. If you use another provider, forward your mail to Gmail or an Outlook/Microsoft account, then activate that forwarded mailbox in EMaiL BOSS.
Paid Pro or post-trial conversion unlocks full Pro calibration using inbox, sent-mail, business-description, and up to 3 websites to build the complete personalized EMaiL Guide.