Caddy
YC F25New York City, US · Founded 2025 · 5 employees · 1 known investors
Caddy is a personal AI assistant accessible via text messaging that helps users manage calendars, reminders, messages, and tasks. It learns individual user preferences and integrates with existing apps to automate routine administrative work.
AI & Machine LearningConsumerDeveloper ToolsEnterprise SoftwareFuture of WorkArtificial IntelligenceAutomationAI AssistantUnited States of AmericaAmerica / Canada
Founders & leadership· Y Combinator alumni (F25)
Caddy was founded in 2025 by Connor Waslo and Rajiv Sancheti.
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Connor Wasloin𝕏Co-founder, CEOConnor Waslo previously led product for Loom's AI and monetization efforts. He is now co-founder of Caddy, which develops workflow automation software.
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Rajiv Sanchetiin𝕏Co-FounderHe previously led design for Loom's AI products and held roles at Airbnb and KP Fellows.
Investors · 1
Competitors · 1
by search overlapCompanies competing with Caddy for the same Google search keywords, organic and paid, via search-intersection analysis.
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Frequently asked questions
- What does Caddy do?
- Caddy is a personal AI assistant accessible via text messaging that helps users manage calendars, reminders, messages, and tasks. It learns individual user preferences and integrates with existing apps to automate routine administrative work.
- Who founded Caddy?
- Caddy was founded by Connor Waslo, Rajiv Sancheti in 2025.
- Who are Caddy's investors?
- Caddy's investors include Y Combinator.
- Where is Caddy headquartered?
- Caddy is headquartered in New York City, US.

