Forward Thinking Founders · Feb 2026
Newsletter post promoting a founding engineer role and noting Caddy's YC Fall 2025 status and growth trajectory.
Company research
Public company, workplace, funding, and market signals
Updated Jul 30, 2026
Overview
Caddy is a YC F25, New York-based AI assistant startup building a voice/text interface that lives in messages or on the desktop and automates work across apps like email, calendar, Slack, Linear, and Notion.
Primary product
A personal AI / voice interface that automates work across connected apps via text, voice memos, and desktop interaction.
Founded
2025
Headquarters
New York, NY, United States
Team size
1-10
Work style
Onsite
Industry
Technology, Information and Internet
Sub-industry
AI productivity / workflow automation
Offices
New York, NY 10003 (HQ)
SoHo, New York, NY (in-person office)
251 Little Falls Drive, Wilmington, DE 19808
Business model
B2B SaaS
prosumer SaaS
free-to-start
Funding
Stage
Pre-seed
Total raised
$500K
Latest round
Pre Seed · Dec 2025
Latest amount
$500K
Dec 2025 · Y Combinator
People & investors
Investors
Work & culture
Small, high-trust team of former founders; emphasizes ownership, autonomy, product craft, and fast-paced iteration, with an in-public operating style.
Work style
Onsite
Compensation
A third-party Founding Engineer posting listed $120k-$180k/year for an in-person New York role; no official compensation band was publicly posted.
Product & market
Pricing
Free to start; paid pricing was not publicly disclosed.
Differentiators
- —Lives on the desktop and also in messaging interfaces
- —Uses screen context to turn spoken intent into actions
- —Has separate action mode and dictation mode
- —Creates work artifacts that sound like the user
- —Learns user preferences and working style over time
- —Integrates across common work apps instead of staying in a single app
Technology
TypeScript
Customers
founders
operators
productivity power users
voice-first users
knowledge workers who rely on email, calendar, Slack, Linear, and Notion
Scale & contact
Latest news
Forward Thinking Founders · Nov 2025
Launch coverage and interview-style writeup describing Caddy as a voice interface for the computer that can create tickets, send messages, schedule calls, and write notes/emails without typing.
LinkedIn / Mat Sherman · Nov 2025
Interview announcement highlighting Caddy's private beta, desktop workflow automation, function-key capture, screenshots, and task execution across apps.
Y Combinator on LinkedIn · Nov 2025
YC launch post describing Caddy's action mode, dictation mode, desktop workflow automation, and early-user positioning.
Jobs and careers at Caddy
0 jobs at Caddy
No open positions
Check back later for new openings