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This episode features Loïc Houssier, CTO of Superhuman Mail (recently acquired by Grammarly), sharing his unique journey from nuclear submarines to AI-powered email. (00:00) Loïc discusses how Superhuman is transforming email productivity through AI features like auto-labels, smart summaries, and "Ask AI" search that can query your entire email history. The conversation explores their agentic framework, infrastructure choices including local-first architecture, and their vision of turning your inbox into an AI executive assistant that can draft replies and manage scheduling automatically. (13:00)
CTO of Superhuman Mail with a unique background spanning applied cryptography, offensive security in France's defense industry, and nuclear submarine workflow optimization. He previously served as CTO of OpenTrust, which was acquired by DocuSign, giving him deep experience in enterprise-scale email and signature systems. Now he leads AI development at Superhuman, focusing on transforming email productivity through intelligent automation and agentic search capabilities.
Superhuman's core philosophy is that AI features cannot add latency or friction to the user experience. (10:46) Every AI implementation must improve productivity for their high-expectation users who don't want to slow down. This means auto-labels for email classification, smart summaries for long threads, and follow-up reminders that automatically generate drafts when responses are overdue. The focus is on subtle but powerful enhancements that feel natural rather than disruptive AI sparkles.
Traditional email search relies on keyword matching and basic embedding retrieval, but Superhuman implements agentic search that understands intent and expands queries intelligently. (13:20) Their system can handle complex requests like "find the PowerPoint link someone shared six months ago from a conference" by using semantic search with pagination to dig deeper when initial results don't match. This requires agent frameworks that avoid "agent laziness" - the tendency to punt decisions back to users instead of taking action.
Superhuman stores emails locally and works offline, maintaining everything under 100ms response times for all interactions. (27:55) They download the last 30 days of emails on installation and maintain years of email history on-device. This local-first approach is crucial for speed but also enables offline semantic search and AI features. They're exploring on-device models not just for cost savings but to maintain functionality when disconnected, though device storage constraints remain a challenge.
Superhuman's vision extends beyond email management to positioning your inbox as the central nervous system for an AI EA. (42:40) They're building toward auto-drafting replies in your voice, automatically scheduling meetings, and using email history as the richest private dataset about your preferences and relationships. Combined with Grammarly's ubiquitous presence across applications, this creates unprecedented contextual awareness about what you're working on and who you're communicating with.
Rather than optimizing for cost early, Superhuman prioritizes quality and tests multiple models for specific use cases. (19:00) They use different models for different tasks - Claude for avoiding "agent laziness," OpenAI for certain workflows, and Gemini for others. Their evaluation framework includes canonical queries across dimensions like agent handoff, deep search, and date reasoning. They famously won't ship features until they can reliably answer Rahul's "wood table" query about a specific email from five years ago.