Guide Startups

Caddy

Fall 2025 · Active

The voice interface that works proactively for you

Location: San Francisco, US

Founded: 2025

Team size: 2

About

We are building Siri for work, but it actually works. Caddy turns your voice into the next computing interface. It understands what’s on your screen and your intent, so work gets done while you stay in flow. Say “create a Linear ticket and share it to Slack” and Caddy handles it instantly in the background. Caddy’s founders previously led product and design for Loom’s AI suite and core products. We believe the next era of computing will be powered by voice, where computers understand what you say and what’s on your screen so work happens naturally.

Founders

  • Connor WasloFounder

    Co-founder of Caddy. Building the operating system that understands your workflows and gets work done for you. Previously led product for Loom's AI Suite and Monetization team.

  • Rajiv SanchetiFounder

    Co-founder of Caddy. Building the operating system that understands your workflows and gets work done for you. Previously led design for Loom’s AI suite, and before that, worked at Airbnb and KP Fellows.