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  "markdown": "Co-founder, Caddy Technologies Inc..\n\nRajiv Sancheti is co-founder and COO of Caddy, a personal AI assistant that works over text messages, from Y Combinator's Fall 2025 batch. He previously led design for Loom's AI suite and before that worked at Airbnb and KP Fellows.\n\n- LinkedIn: https://www.linkedin.com/in/rajivsancheti/\n- X: https://x.com/sanchetio\n\n## What Rajiv builds\n\n- [Caddy](https://www.anchorterminal.com/tools/caddy-app.md), graded F, 16.8/100, in Personal assistants. Caddy is a hosted personal AI assistant people text over iMessage or RCS. It watches connected mail, calendars and work apps, sends reminders and briefings, and drafts replies and calendar changes for the owner. Co-founder, Caddy Technologies Inc., researched 2026-10-26.\n\n## Works with\n\n- [Connor Waslo](https://www.anchorterminal.com/people/connor-waslo/), Co-founder, Caddy Technologies Inc.\n\n## Backed by\n\n- [Y Combinator](https://www.anchorterminal.com/investors/y-combinator/)\n\n## Questions\n\n### Who is Rajiv Sancheti?\n\nRajiv Sancheti is co-founder and COO of Caddy, a personal AI assistant that works over text messages, from Y Combinator's Fall 2025 batch. He previously led design for Loom's AI suite and before that worked at Airbnb and KP Fellows.\n\n### What does Caddy Technologies Inc. make?\n\nAnchor Terminal lists Caddy from Caddy Technologies Inc.. Caddy is a hosted personal AI assistant people text over iMessage or RCS. It watches connected mail, calendars and work apps, sends reminders and briefings, and drafts replies and calendar changes for the owner.\n\n### Who has invested in Caddy Technologies Inc.?\n\nThe sources our research read name Y Combinator.\n\n### How are Rajiv's tools graded?\n\nCaddy is graded F, 16.8 out of 100, on Anchor Terminal's benchmark, which scores every listing against the same checklist.\n\n## Sources\n\n- https://www.ycombinator.com/companies/caddy\n- https://caddy.app/\n- https://caddy.app/about\n\nThese are the people building the tools we list, named for their public role in the company or project behind a listing, from public pages, with the date it was researched. They don't work for Anchor Terminal (our own team is on the about page, /about/#author). We show public roles, public profiles and what the listing pages show, nothing private. To correct something, send an about or a photo, or have a page removed, write to privacy@anchorterminal.com.\n",
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