Productivity

Caddy

Website
Founded 2025Origin source ↗Checked 2026-09-15

Overview

If you’ve got a lot to do, we believe AI can make things feel doable. Caddy is our core product: a Personal AI that helps you stay on top of everything going on. All you have to do is text.

On overwhelming days, it’s super simple to just drop any task in a text thread, and Caddy will help you handle it. Caddy also keeps an eye on your calendars, chats and tasks to make sure you stay focused on what matters. If something needs you, Caddy will nudge you, or can just do it if you don’t have time.

The best part is, no two Caddys are alike. The more you use Caddy, the more it learns your vibe, how you work, and what you care about.

Company description As recorded 2026-11-08

Founders & team

Connor Waslo

Founder/CEO

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.

Founder profile As recorded 2026-09-15

Rajiv Sancheti

Founder/COO

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.

Founder profile As recorded 2026-09-15
5team members reported
Source-reported As recorded 2026-09-15

Founded 2025 · Source

News & product activity

Sources & observations

Y Combinator

Profile depthenriched profile
Website observationwebsite reachable
Last website check2026-11-11
Location · source statedNew York City, NY, USA
Pricing evidenceA pricing page was detected
Maturity: Launched · 4 of 6 areas documented

Source-based assessment · automated evidence rules

The company website offers product access through a trial, free start, app download, purchase, or onboarding with existing-account login. Customer adoption is not established by this evidence.

Company website: home Checked 2026-10-19

Get started for free Message Caddy

Maturity is an evidence-based assessment, not a success rating. It may understate the current stage where evidence is limited. Coverage records documented areas, not a complete or independently audited company history.

Stage definitions
independent websitesource corroborationreachable websitedescriptive evidenceclassified market and modelsourced peoplesourced founding yearpricing page observed