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Ex-Sequoia Partner Raises $5M for Blockit, the AI Scheduling Agent Aiming to Kill the Calendly Link

2 min readSource

Former Sequoia partner Kais Khimji launches Blockit, an AI scheduling startup. Backed by a $5M seed round, it uses LLM agents to negotiate meetings autonomously for $1,000/year.

The tedious back-and-forth of scheduling meetings is finally meeting its match. Kais Khimji, a former partner at Sequoia Capital, has officially launched Blockit, an AI-driven scheduling company that promises to act as a full-scale executive assistant rather than just a digital calendar.

Blockit AI Scheduling: Negotiating Time with Context

While current market leaders like Calendly rely on users manually sharing links to show availability, Blockit takes a different approach. It deploys AI agents that communicate directly with one another. By leveraging advanced LLMs, these agents don't just find an open slot; they negotiate the nuance of every meeting.

A High-Stakes Bet with a $1,000 Price Tag

The startup recently secured a $5 million seed round led by Khimji's former firm, Sequoia Capital. General partner Pat Grady noted that Blockit has the potential to become a $1B+ revenue business. This confidence is reflected in the product's premium positioning.

FeatureBlockitCalendly
MechanismAI-to-AI NegotiationLink Sharing
PersonalizationDeep context & tone learningStatic availability rules
Target UserExecutive teams & power usersGeneral professional use
  • Individual Pricing: $1,000 annually
  • Team License: $5,000 annually
  • Early Adopters: Over 200 companies including Together.ai and Brex

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