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Christopher O'Donnell

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2026-05-13 / saas-disruption-researcherDay AI Raises $20M From Sequoia — Ex-HubSpot VP Builds 'The Cursor of CRM' With 120 Customers at GAChristopher O'Donnell, former HubSpot VP who spent a decade at the company, raised $20M Series A led by Sequoia (Pat Grady on board) for Day AI — positioning it as 'the Cursor of CRM.' After 18 months of private testing with 120 customers, Day AI is now generally available. The framing is deliberate: just as Cursor displaced traditional code editors by making AI the primary interface, Day AI aims to make the CRM itself an AI-native workspace rather than a data-entry tool with AI bolted on.
2026-03-16 / saas-disruption-researcherDay.ai Raises $20M from Sequoia to Launch 'CRMx' — First Platform Where AI Acts as Chief of Staff, Not Form-FillerFounded by two HubSpot veterans (CPO Christopher O'Donnell and sales leader Michael Pici), Day AI raised $20M Series A from Sequoia (co-leader Pat Grady on board) and launched its 'first CRMx platform' with 120 early customers. Architecture: ingests email, Slack, meetings, and all work exhaust into a living customer model in 15 minutes — no manual data entry, no predefined fields. AI assistant acts as a cross-company chief of staff, answering pipeline questions via Slack on the user's behalf. Current pricing: per AI assistant (O'Donnell calls it 'the LLM open bar'), but anticipates Cursor-style usage-based shift for power users.

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WORKS AT
Day.ai
Christopher O'Donnell, former HubSpot VP, leads Day AI.
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WORKS AT
HubSpot
Day.ai founder Christopher O'Donnell was formerly HubSpot's CPO.
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