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Caddy

Your partner for everyday work, lives in iMessage

New York City, US

AIAI Assistant
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.
Meet the team2

The people behind Caddy

Connor Waslo
Connor Waslo
Founder
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Rajiv Sancheti
Rajiv Sancheti
Founder
LinkedIn profile