Caddy

About

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.

Founders

• 
  Connor Waslo· Founder

  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.

  LinkedIn ↗Twitter ↗
• 
  Rajiv Sancheti· Founder

  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.

  LinkedIn ↗Twitter ↗

Product launches · 1 launch

• Caddy: The Voice Interface for Your Computer ↗▲ 148Nov 6, 2025

  Changing how people work across their computer and apps with voice

Change history · none recorded