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Plans & Pricing

Choose the Plan That
Matches Your Workflow

🎧 New: every plan includes meeting transcription & notes — Pro adds PC recording, templates, Ask-the-meeting Q&A, and AI follow-up drafts. No bot ever joins your call.

Pick a plan, then choose Gmail or Outlook in the checkout area before PayPal appears.

EMaiL BOSS is a Windows desktop application that works directly with Gmail and Outlook-connected Microsoft mailboxes, including Outlook.com, Hotmail, Live.com, or a Microsoft 365 work/school mailbox.

If you do not already use a Gmail or Microsoft mailbox, forward all of your mail from your current account to either a Gmail account or an Outlook/Microsoft account, then activate that forwarded mailbox in EMaiL BOSS.

That keeps the setup simple while still letting EMaiL BOSS work from the account you actually want to use.

Personalized drafting Attachment summaries Auto-Schedule from email History-backed replies Fewer mailbox data handoffs Google CASA Tier 2 LOV

Introductory Pricing — Lock In Your Rate. Comparable AI inbox assistants often start around $29$50/mo. Subscribe during the introductory period and your founding-member rate is held for the life of your subscription.

Trial starts with a faster, lighter setup: starter folders, trial-level AI settings, and owner-only Pro access for 7 days. Business analysis, website review, personalized calibration, full usage limits, and Pro team seats unlock after the trial converts to a paid plan.

Basic

$25 /mo
Introductory rate — locked in for life of subscription
Inbox control + personalized drafts

For users who want cleaner inboxes, personalized draft replies, Mail Desk, schedule overview, Today Calendar Briefing, 7-Day Calendar Briefing, calendar create/edit/delete, and meeting transcription & notes. A practical starting point for faster daily email work.

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🔒 Secure checkout via PayPal

B.O.S.S. Custom

Custom
Enterprise + custom label/category workflows

Everything in Pro plus custom label and category workflows, Zero Data Retention (ZDR) for AI, optional custom Knowledge Bases, direct knowledge-base uploads, Dropbox/OneDrive/Drive sync, custom AI phone assistant options, realtime voice commands on the go, and workflow design tailored to your business operations.

Contact for Custom →

Custom-scoped onboarding and deployment

🛡️ Google CASA Tier 2 LOV — Security Validated 🔒 B.O.S.S. does not host, read, or train on mailbox content 🔗 Fewer company-side data handoffs ↹ Cancel anytime

How the 7-Day Free Trial Differs

The trial is designed to let you test the workflow quickly without running the full paid onboarding process on day one. It starts with a faster, lighter setup and then unlocks the full paid path after the trial converts.

Fast starter setup Starter folders are created automatically so you can begin testing quickly.
Personalized calibration Full personalized calibration waits until the trial converts to a paid plan.
Business and website review Business analysis and website review are not part of the trial setup.
Trial-level AI settings Most tasks use trial-level AI settings with a lower trial usage allowance.
Attachment summaries Attachment summaries remain available during the trial.
Owner-only Pro trial Pro trials are for the account owner. Team seats unlock after paid Pro conversion.
Full Breakdown

Compare Every Feature

Everything included in Basic, expanded in Pro, and fully customized in B.O.S.S. Custom.

Feature Basic
$25/mo
Pro
$45/mo per seat
B.O.S.S.
Custom
Core Drafting & Inbox Control
Automatically builds the EMaiL Guide from inbox and sent messages using website/business context
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
Affiliate link signature to earn passive income (optional)
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
KB/history-backed AI features
Higher daily AI capacity
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-the-meeting Q&A on the 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

Ready to try it? Use the Start 7-Day Free Trial option above, or contact support@bossimprove.com for custom deployment questions.