Stamp: The AI Secretary

Overview

In today’s fast-paced digital world, managing an overflowing inbox and packed calendar can consume valuable time and mental energy. Stamp, launched by Y Combinator W25 startup, emerges as an innovative AI Secretary designed to transform email management through autonomous handling of communications and scheduling. This intelligent solution operates continuously in the background, processing emails and calendar events even when users are offline, delivering a perfectly organized inbox requiring only quick approval processes. Stamp represents a paradigm shift from traditional email assistance to genuine autonomous email management, positioning itself as a dedicated digital secretary working around the clock to enhance productivity.

Key Features

Stamp delivers a comprehensive suite of AI-powered capabilities designed to automate and streamline daily email operations:

• Autonomous reply generation: Stamp analyzes your communication patterns and historical email data to craft contextually appropriate responses that authentically reflect your voice and tone, continuously improving accuracy through machine learning.
• Intelligent email prioritization: The system automatically categorizes incoming messages into ‘Priority’ and ‘Other’ tabs, ensuring critical communications receive immediate attention while filtering routine messages into appropriate categories.
• Comprehensive email summarization: Generates concise summaries for important emails and extracts actionable items, ensuring users never miss deadlines or critical follow-up requirements.
• Integrated calendar management: Stamp’s agent creates, modifies, and manages Google Calendar events through natural language processing, handling scheduling coordination autonomously.
• Multi-source context gathering: The system searches through contact databases, email history, and web resources to provide comprehensive context for responses and decision-making.
• Adaptive learning system: Utilizes long-term memory capabilities to understand user preferences, communication styles, and workflow patterns, personalizing automation over time.

How It Works

Stamp integrates seamlessly with Gmail accounts through secure API connections, operating continuously as an autonomous background service. Upon receiving new emails, the AI immediately begins processing messages against established patterns and user preferences, drafting responses, prioritizing communications, and categorizing content automatically. Users access these actions through “Stamp Mode,” a dedicated interface where all AI-generated activities await review and approval with simple enter-key confirmation. This approach ensures human oversight while maximizing automation efficiency, allowing users to process significantly more communications in less time.

The system maintains email security by keeping all messages on existing provider servers (Gmail), ensuring existing spam and virus protection continues functioning normally while adding AI-powered organization layers.

Use Cases

Stamp’s autonomous capabilities prove valuable across diverse professional scenarios and communication challenges:

• High-volume email management: Ideal for executives, consultants, and professionals receiving hundreds of daily messages, enabling efficient processing without overwhelming manual effort.
• Automated scheduling coordination: Perfect for sales professionals, consultants, and managers who frequently coordinate meetings, as Stamp handles the complex back-and-forth scheduling communications autonomously.
• Routine correspondence automation: Streamlines standard replies, follow-ups, and internal communications that typically consume significant time but follow predictable patterns.
• Intelligent noise filtering: Automatically categorizes and deprioritizes non-urgent communications, newsletters, and promotional content, allowing focus on genuinely important messages.
• Action item tracking: Continuously monitors email threads for commitments, deadlines, and follow-up requirements, ensuring nothing falls through communication gaps.

Pros \& Cons

Advantages

• Significant time reduction: Automates time-intensive email processing tasks, freeing users for strategic work and creative problem-solving activities.
• Personalized automation: Learns individual communication styles and preferences, ensuring AI-generated responses maintain authentic voice and appropriate tone for different recipients.
• Unified workflow management: Combines email processing with calendar coordination in a single autonomous system, eliminating the need for multiple productivity tools.
• Accessible during beta: Offers 2-week free trial period, allowing thorough evaluation before commitment to paid subscription services.

Disadvantages

• Platform limitations: Currently supports Gmail exclusively, with Outlook integration planned but not yet available, limiting accessibility for Microsoft-focused organizations.
• Approval dependency: Requires human review and approval for all actions, preventing fully autonomous operation for time-sensitive communications that may require immediate responses.
• Privacy considerations: Requires comprehensive access to email and calendar data, which may concern users handling sensitive or confidential information requiring strict data governance.

How Does It Compare?

The AI email assistant landscape in 2025 has evolved into a sophisticated ecosystem of autonomous and semi-autonomous tools, making direct comparisons more complex than simple assistant versus secretary distinctions. Stamp operates within a competitive market that includes multiple players offering varying degrees of automation and intelligence.

Current Major Competitors:

Superhuman: Premium email client at \$25 monthly offering AI-powered drafting that learns user voice, automatic email labeling, comprehensive summarization, team collaboration features, and advanced keyboard shortcuts for power users seeking speed and efficiency.

Shortwave: AI-enhanced Gmail experience at \$14 monthly featuring intelligent search capabilities, deep Google Calendar integration, collaborative inbox management, and smart email organization designed for team-based workflows.

Microsoft Copilot Pro: Integrated Outlook AI at \$129.99 annually providing tone adjustment capabilities, automated summarization, intelligent reply suggestions, and seamless integration across Microsoft 365 ecosystem for enterprise users.

Gemini for Gmail: Native Google AI at \$7 per user monthly in Workspace plans offering composition assistance, reply generation, and workflow integration directly within Gmail interface without requiring separate applications.

SaneBox: Intelligent email filtering starting at \$24 annually focusing on automatic prioritization, smart organization, and noise reduction without AI content generation, appealing to users preferring organizational assistance over drafting help.

Fyxer AI: Autonomous email assistant providing automation, intelligent triage, and draft generation with emphasis on reducing manual email processing through advanced AI agents.

ActorDO: Comprehensive AI assistant at \$15 monthly managing both email and daily agenda coordination with Google and Microsoft integrations, targeting users needing broader productivity automation.

Notion Mail: Email client featuring AI labeling, content snippets, and integrated workflow management designed for users already invested in Notion’s productivity ecosystem.

Stamp distinguishes itself through its secretary-focused approach, emphasizing autonomous background operation rather than real-time assistance. While competitors often require active user engagement during email processing, Stamp’s “work while you’re away” philosophy positions it uniquely for users seeking maximum automation with minimal daily interaction.

Enterprise Readiness and Security

As a Y Combinator W25 startup with \$500K pre-seed funding completed in April 2025, Stamp demonstrates strong early validation while remaining in rapid development phases. The company’s approach to email security involves maintaining user data on existing provider servers rather than creating additional storage points, potentially reducing security risks while maintaining familiar data governance frameworks.

Current email support focuses on Gmail with comprehensive IMAP capabilities for custom integrations, while Outlook support remains in development phases. This limitation may affect enterprise adoption where Microsoft ecosystems dominate communication infrastructure.

Technical Implementation and Future Development

Stamp’s technical architecture emphasizes autonomous operation through continuous background processing rather than on-demand assistance. This approach requires sophisticated natural language processing, pattern recognition, and context management capabilities that distinguish it from simpler rule-based email tools.

The platform continues evolving rapidly based on user feedback during beta phases, with regular feature additions and refinements. Product Hunt launch in September 2025 marks significant public availability milestone, though continued development suggests ongoing capability expansion.

Final Thoughts

Stamp represents an ambitious vision of autonomous email management that goes beyond traditional AI assistance to provide genuine secretary-level automation. By focusing on background operation and comprehensive email handling, it addresses a genuine pain point for professionals overwhelmed by communication volume while maintaining necessary human oversight for quality control.

The platform’s success will likely depend on its ability to maintain accuracy and authenticity in AI-generated communications while expanding platform support beyond Gmail. For users seeking maximum email automation with minimal daily engagement, Stamp offers a compelling alternative to more traditional AI assistants that require active participation during email processing.

As the email automation market continues maturing, Stamp’s secretary-focused approach may appeal particularly to executives, consultants, and high-volume communicators who prioritize autonomous operation over granular control. The combination of Y Combinator backing, clear market focus, and genuine automation capabilities positions it as a noteworthy player in the evolving AI productivity landscape.