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Ex-HubSpot execs just raised $20M from Sequoia to kill CRM as we know it. Day AI calls itself "the Cursor of CRM" — an AI-native platform that learns your business in 15 minutes and acts as your chief of staff. • $20M Series A led by Sequoia (Pat Grady joining board) • Previous $4M seed also from Sequoia • 120 customers after 1+ year private testing • Founded by Christopher O'Donnell (ex-HubSpot CPO) & Michael Pici How they built it: • Identified self-updating CRM gap at HubSpot but lacked tech • ChatGPT API launch in 2023 made vision possible → founded Day AI • Claude 3.5 Sonnet breakthrough in June 2024 enabled full platform • 15-minute onboarding vs traditional CRM complexity Customers report saving accounts from churn and eliminating status meetings entirely. Takeaway: When incumbents can't innovate fast enough, former insiders with fresh tech stacks can rebuild entire categories. Source: Upstarts Media