Caddy

Your partner for everyday work, lives in iMessage

YC-F25B2B -> Engineering, Product and DesignEarly

What Caddy does

Caddy is the operating system that works proactively for you. It learns how you work and acts on your behalf, keeping work moving while your context and voice stay intact. Instead of producing generic AI output, Caddy creates real work artifacts that sound like you and fit how you actually work. Today, it operates across the tools you use every day, including email, calendar, Slack, Linear, and Notion. Caddy is built by the team behind Loom’s AI and core product. We believe the next era of computing is software that understands intent, handles ambiguous work, and quietly gets work done in the background.

No open roles recorded right now.

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Check the company’s own careers page — linked at the top — before a job board. A role appears there first, sometimes weeks before it is syndicated anywhere else.

Questions and experiences

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Company facts compiled from public sources and last refreshed 9 September 2026. Details change; treat the company’s own site as the authority.

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