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Caddy

Active · Your Personal AI for everyday work. Lives in your texts.

8signal of 100 · rising 7
  • team of 5Team size · YC's directory+4
  • went through YCProgram · this site+4

A sum of public facts, not a judgement and not investment advice.

Competitors

Adjacent

Also from F25 in AI

All of F25

Founders

  • Connor WasloFounder/CEO
  • Rajiv SanchetiFounder/COO

About Caddy

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.

YC batch
F25 · Fall 2025
Status, per YC
Active
Category
AI, Developer tools
Team size
5
Location
New York City, NY, USA
Founded
2025
Checked
6h ago

YC tags: Automation, AI, AI Assistant

Changes seen

TagsOct 19, 2026

Newly tagged AI; no longer tagged Artificial Intelligence.

Caddy in F25: 146 companies, 88% AI

LinkedIn

Caddy: questions

Which YC batch was Caddy in?

Caddy was in Y Combinator's Fall 2025 batch (F25).

Is Caddy still active?

Y Combinator lists Caddy as active.

Who founded Caddy?

Caddy's founders, as listed on its YC page: Connor Waslo (Founder/CEO), Rajiv Sancheti (Founder/COO).

Where is Caddy based?

Caddy lists New York City, NY, USA as its location on YC's directory.