No B.O.S.S. Server Access to Your Work Data | Desktop-First Privacy| Google CASA Tier 2 Validated

Your private AI email assistant for Gmail and Outlook.

EmailBoss cleans up your inbox, drafts replies in your voice, summarizes attachments, and turns meetings into follow-up emails — from a privacy-focused Windows desktop app.

🎧 New: record, transcribe & summarize meetings — and no bot ever joins your call.

7-day free trial | Gmail or Outlook | Cancel anytime

Drafts are prepared for you to review, edit, and send.

Desktop-First Privacy
Google-Assessed Security
No Email, Calendar, Meeting, or File Content Routed Through B.O.S.S. Servers

Illustration note: this video represents an actual cleanup of 3,700+ emails from my Outlook inbox. The animation is illustrative, not a screen recording. Actual cleanup time varies by mailbox size, provider limits, plan limits, and other AI activity.

15-35%
Estimated email workflow reduction
25
AI-powered mail & schedule features
Tier 2
Google CASA security validation
ZERO
B.O.S.S. servers receiving, reading, storing, or training on email, calendar, meeting, attachment, or file content

The inbox workload: McKinsey Global Institute found that interaction workers spend about 28% of the workweek managing email, roughly 11 hours in a 40-hour week. Microsoft workplace research also shows the modern inbox is part of a larger interruption cycle, with heavy message volume fragmenting the day. The 15-35% figure above is an estimate for high-volume users, not a guarantee: EMaiL BOSS is designed to reduce the combined drag of triage, sorting, skimming, drafting, attachment review, schedule handling, and routing while keeping you in control of the final decision.

New · Meetings

Turn your next meeting into a follow-up email draft

🔒 Records locally on your PC — no bot ever joins your meeting.

Use your microphone, import existing audio, or record a meeting locally on your PC with Pro. EMaiL BOSS creates a transcript and structured notes; Pro also adds meeting templates, Ask BOSS transcript Q&A, and a follow-up email draft for you to review, copy, and send.

Start 7-Day Free Trial

Start Fast, Then Calibrate Deeper

The trial gives you an instant starter path. Paid Pro builds the complete personalized EMaiL Guide from your real workflow.

1

Choose Gmail or Outlook

Pick the mailbox provider you already use so checkout and setup start from the right path.

2

Start with an instant trial EMaiL Guide

The trial creates a quick EMaiL Guide so you can test cleanup, AI drafting, calendar, Mail Studio, attachment summaries, and meeting workflows.

3

Upgrade into full Pro calibration

Paid Pro or post-trial conversion analyzes your inbox, sent mail, business description, and up to 3 websites to build the complete personalized EMaiL Guide.

See Your Workday in One Dashboard

Review recent email, today’s agenda, calendar suggestions, routed attachments, and your next actions from one Windows desktop workspace.

EMaiL BOSS Gmail desktop dashboard showing a fictional agenda, recent email, review-first suggestions, and service status

Actual EMaiL BOSS Gmail interface shown with fictional demonstration data. Outlook uses the same core dashboard workflow.

Full-size EMaiL BOSS Gmail desktop dashboard with fictional demonstration data

25 Features That Reclaim
Your Inbox — And Your Time

From the first draft to the final scheduled event, EMaiL BOSS handles the heavy lifting so you can focus on the work that actually matters.

✍️ Draft & Reply
✍️

Personalized Draft Replies

Learns your inbox patterns and writing style so drafts sound like you — not a generic AI assistant.

AI Forward Drafts Pro only

Use AI in Mail Studio to write a polished forward for any purpose, review and edit the message, and save it as a draft while preserving an existing reply draft when applicable.

Normal & Proactive Drafting Modes

Choose standard draft support or let EMaiL BOSS proactively prepare likely replies for the messages that need attention.

📎

Attachment Summaries Pro only

Converts PDFs, Word docs, and images into fast readable summaries with key details and action items highlighted.

🧠

History-Backed Replies Pro only

Optional Pro preference. When Knowledge Base is enabled, uses saved email history and contact context to produce more grounded replies when past conversations matter.

🎙️

Voice-to-Text Input

Speed up prompts, schedule actions, and reply drafts when you want to speak instead of type.

🧩

Reply Studio / Mail Studio Pro only

Review related threads, add AI Instructions, speak audio-to-text instructions for manual reply drafts and manual new emails, refine email-ready markdown drafts, and save replies from a focused drafting workspace.

📖

Email History Knowledge Base Pro only

Off by default for privacy. Pro users can enable Knowledge Base to allow saved email-history search; when off, Pro features still work without Knowledge Base grounding.

📫 Organize Your Inbox

Making you the EMaiL BOSS!

⚙️

Automatically Builds the EMaiL Guide

Automatically builds the EMaiL Guide so every plan starts with standard sorting and drafting instructions. You can still edit labels/categories and manually update the guide for your personal workflow.

📖

Custom Categories & Labels

Add or edit labels and categories in Gmail or Outlook, then edit the EMaiL Guide with new labels and instructions.

🏷️

Smart Routing Pro only

Create rules that automatically route matching emails into precise sub-labels, folders, or categories based on business priority.

📁

Smart Attachment Routing Pro only

Connect a Smart Routing folder to a local, OneDrive, or Dropbox folder. Eligible attachments wait for Dashboard approval before they are saved, with an optional searchable summary text file when available.

📬

Inbox Control Modes

Keep processed mail in the inbox or move it into labels, folders, or categories so you can reclaim a cleaner, lower-noise inbox without losing control.

🧹

Clean Inbox

Reduce inbox clutter by moving completed or sorted messages into the right labels or folders while keeping the important work visible.

🧭

Guided Setup Wizard

Step-by-step wizard connects Gmail or Outlook, configures your preferences, and activates features in minutes.

📅 Schedule & Briefings
📅

Auto-Schedule from Email Pro only

Stages schedule entries from deadlines, invites, and action emails so you can review and book with less manual data entry.

🤖

Schedule Assistant Pro only

Find openings, explain conflicts, and create calendar events from one guided desktop workspace with voice or text commands.

📊

Today, 7-Day & Email Briefings

Basic includes schedule overview, Today Calendar Briefing, 7-Day Calendar Briefing, and calendar create/edit/delete. Pro adds AI 7-Day Calendar Review and Email Brief for deeper workflow review.

🎧 Meetings — New

Choose how to capture the conversation, then turn it into a transcript, organized notes, answers, and follow-up work. No meeting bot joins your call.

🎙️

Microphone Recording

Capture a conversation through your microphone, then create a transcript and readable meeting notes.

📂

Uploaded Audio Transcription

Import an existing supported audio recording and turn it into a transcript and structured notes.

🖥️

PC Meeting Recording Pro only

Record meeting audio locally on your Windows PC without inviting a recording bot into the call.

📝

Transcripts & Structured Notes

Turn captured or imported audio into a transcript with a summary, decisions, action items, and other useful meeting details.

📋

Meeting-Type Templates Pro only

Organize notes for sales calls, 1:1s, standups, interviews, lectures, and other meeting types.

Ask BOSS Pro only

Ask questions about a meeting and receive answers grounded in the transcript, without searching through the recording yourself.

✉️

Meeting Follow-Up Drafts Pro only

Create an AI follow-up email inside the meeting notes for you to review, copy, edit, and send.

The Desktop Advantage
Most AI Email Tools Miss

Many AI productivity tools route work content through the vendor's own servers before the user gets a result. EMaiL BOSS takes a different path: the workflow runs from a Windows desktop app, so B.O.S.S. servers do not receive, route, read, store, or train on your email, calendar, meeting content, attachments, reference documents, or other work files. The desktop app connects directly to Gmail or Outlook and, only when needed for a feature you choose, directly to the AI provider. Google CASA Tier 2 validation supports the access controls, but the bigger advantage is the desktop-first design.

🖥️

Desktop-First Architecture

Your workflow starts from the desktop app, not a B.O.S.S.-hosted inbox or workspace. Gmail or Outlook provides the connected email and calendar data; the AI provider receives only the content needed for the features you choose.

🔒

No B.O.S.S. Work-Data Handoff

B.O.S.S. servers do not receive email, calendar, meeting, attachment, document, or other work-file content. Account, activation, billing, and AI usage information remain separate from your work data.

🛡️

Google CASA Tier 2 LOV

An independent CASA security assessment was completed for the desktop OAuth flow used in Google's approved verification process. The resulting Letter of Validation supports the OAuth handling, token handling, and permission boundaries behind the workflow.

Your Work Data Takes a Direct Path

The Windows desktop app starts each connection. B.O.S.S. servers are not an intermediary for your email, calendar, meetings, attachments, documents, or other work files.

1

Your Windows PC

EMaiL BOSS runs locally, keeps its settings and authorization tokens on your device, and starts only the workflows you choose.

2

Directly to Gmail or Outlook

The desktop app connects directly to Google or Microsoft for the email and calendar account you authorize.

3

Directly to the AI Provider—Only When Needed

When a selected AI feature needs content, the desktop app sends only the necessary content directly to the configured AI provider.

B.O.S.S. servers: account activation, licensing, billing, plan and seat administration, update eligibility, and AI usage tracking only—not user work data.

One Unified Workflow.
Zero Wasted Motion.

EMaiL BOSS keeps the workflow on your desktop and keeps B.O.S.S. servers out of your work-data path. Outside your computer, Gmail or Outlook accesses the connected email and calendar data, and the AI provider receives only what is needed for the feature you choose.

🖥️

No B.O.S.S. Server Work-Data Access

Your desktop version does not route email, calendar, meeting content, attachments, documents, or other work files through B.O.S.S. servers.

🔒

More Privacy and Control

Gmail or Outlook and the AI provider are used only as needed for the features you select. B.O.S.S. does not host, read, store, or train on your work data.

🔐

Fewer Data Handoffs

Because work data is not routed through B.O.S.S. web servers, there are fewer company-side systems and vendor touchpoints around your email, calendar, meeting, and file content.

Less Busywork

Faster sorting, faster reading, faster drafting, and less manual follow-up. EMaiL BOSS reduces inbox time — not just inbox clutter.

🧩

One Unified Workflow

Inbox, attachments, business knowledge, and schedule tools all working together so tasks never fall through the cracks.

From Personalized Drafting to
Full Workflow Automation

Choose the plan that matches your inbox, schedule, meeting, and drafting workload.

Google CASA Tier 2 LOV Desktop-first privacy No B.O.S.S. server access to work data

7-day free trial | Gmail or Outlook | Cancel anytime

Basic

$25 /mo
Monthly plan

Best for users who want cleaner inboxes, personalized drafts, Mail Desk, calendar briefings, calendar edits, and meeting notes.

  • Personalized draft replies
  • Use the EMaiL Guide as a starting point, then create your own labels and categories with tracked instructions
  • Inbox control modes
  • Gmail or Outlook EMaiL Guide edits with desktop reload
  • Standard EMaiL Guide you can edit
  • Inbox Cleanup automation
  • Mail Desk
  • Schedule overview
  • Today Calendar Briefing
  • 7-Day Calendar Briefing
  • Calendar create/edit/delete
  • Meeting transcription & notes (microphone or uploaded audio)
  • Guided setup wizard
Start Basic Trial

B.O.S.S. Custom

Custom

Everything in Pro plus custom label and category workflows, Zero Data Retention (ZDR) for AI, direct knowledge-base uploads, cloud file integration, custom AI phone assistant options, and workflow design.

  • Everything in Pro
  • Add or edit labels and categories in Gmail or Outlook, then edit the EMaiL Guide with new labels and instructions
  • Realtime voice commands on the go
  • Custom business integrations
  • Custom AI phone assistant
  • Direct knowledge-base uploads
  • Dropbox / OneDrive / Drive sync
  • Zero Data Retention (ZDR) for AI
  • B.O.S.S. solutions customized to you
  • Custom-scoped onboarding
Contact for Custom

7-Day Trial: Clean & Organize Your Inbox for Free

Trial starts with an instant EMaiL Guide based on generic starter folders. Paid Pro or post-trial conversion unlocks full inbox, sent-mail, business-description, and up to 3 websites for the complete personalized EMaiL Guide. Start or compare trial details.

Need the full feature comparison? View all plans and compare →

Common Checkout Questions

Can EMaiL BOSS send emails without me?

No. EMaiL BOSS drafts, organizes, summarizes, and prepares follow-up work for you to review. You stay in control of what gets sent.

Can B.O.S.S. servers access my email, calendar, meetings, or files?

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. B.O.S.S. servers separately handle account, activation, billing, and AI usage information—not your work data.

Is AI Knowledge Base on by default?

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.

Does turning Knowledge Base off delete anything?

No. Turning it off only stops Knowledge Base search and background sync/upload. Deleting an existing Knowledge Base would be a separate action.

Does it work with both Gmail and Outlook?

Yes. Choose Gmail if you use Gmail. Choose Outlook if you use Outlook.com, Hotmail, Live.com, or a Microsoft 365 work/school mailbox.

Can I use EMaiL BOSS when I am away from my desk?

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.

Can a desktop AI agent help me use EMaiL BOSS remotely?

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.

What happens during the free trial?

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.

Are Basic and Pro trials different?

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.

What changes after Pro conversion?

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.

Meeting Notes & Transcription FAQ

Does a bot join my meeting?

No. EMaiL BOSS records locally on your PC — nothing joins your call and no meeting bot appears in the room. You can also import an existing audio file.

What do I get from a recording?

An AI transcript plus structured notes — summary, decisions, action items, and more. Basic covers microphone and uploaded-audio notes; Pro adds PC recording, meeting-type templates, Ask BOSS transcript Q&A, and an AI-drafted follow-up email.

What is the difference between Basic and Pro for meetings?

Basic gives you microphone and uploaded-audio transcription with readable notes and search. Pro adds full PC meeting recording, templates (sales, 1:1, standup, interview, lecture, and more), Ask BOSS Q&A grounded in the transcript, and a follow-up email written into the meeting notes for you to review, copy, and send. Knowledge Base grounding is optional and off by default in Pro preferences.

Where are my recordings and notes stored?

On your own computer. When you request transcription or another AI meeting feature, the desktop app sends only the needed content directly to the AI provider. Meeting content is not routed through or stored on B.O.S.S. servers.

🛡️  Google CASA Tier 2 — Letter of Validation Issued

Ready to Reduce the Drag in Your Email Week?

Research shows email can consume a major share of the workweek. EMaiL BOSS is built to compress the repeatable parts of that workload: cleaner mail flow, schedule awareness, briefings, calendar control, AI review, attachment summaries, Smart Attachment Routing, Reply Studio, Smart Routing, and optional history-backed help.

Choose your mailbox to start the trial

Pick Gmail or Outlook first. The pricing page will open in free-trial mode with your provider already selected.

7-day free trial | Cancel anytime
Take control of your inbox, making you the EMaiL BOSS! Personalized drafting, sorting, scheduling, and meeting follow-up in one desktop workflow.