---
title: 'Founding Engineer at Caddy'
canonical: 'https://feeny.ai/job/founding-engineer-caddy-new-york-h0yxrjs29yb7'
type: 'job'
last_seen: '2026-09-12'
---

# Founding Engineer at Caddy

- **Company:** Caddy
- **Location:** New York, NY
- **Compensation:** $120k–$180k
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-01-08
- **Last confirmed live:** 2026-09-12
- **Apply:** https://jobs.gem.com/caddy/am9icG9zdDrOFBn7e5SLAjTPpkY5vnHF

## Job description

Founding Engineer You’ll be our second engineer, working directly with Caddy’s founders on core architecture, product direction, and execution. If you’re excited about real-time systems, agentic workflows, and building a product you’ll use every day, you’ll have outsized impact here. You will own large, ambiguous problems end-to-end: from choosing the approach to shipping new features, operating them in production, and iterating based on user feedback. We work in person out of our SoHo office.

## What we’re looking for

- Obsessed with building a product that not only our users love, but that you love and want to use every day
- Can make and defend thoughtful product and technical tradeoffs
- Thrive in ambiguity and default to ownership
- Care about correctness, performance, and user experience
- Move fast and with intention
- Strong opinions, loosely held

## What you’ll do

- Own core systems for real-time voice → intent → action workflows
- Design APIs/services for long-running, stateful agent tasks
- Ship user-facing features with strong quality and polish
- Improve reliability, observability, and performance as we scale
- Help set product direction and company culture as the team grows

Our tech stack Our tech stack is pragmatic and evolving. We care more about strong fundamentals than specific tools.

- TypeScript (required)
- Swift, Objective-C (bonus)

## About Caddy

## Company Overview
- **One-liner**: Caddy provides solopreneurs and micro-business owners with a dedicated second phone number and an AI-powered receptionist, separating business and personal communications from a single device.
- **Entity Type**: Private (Owned by 800.com, LLC)
- **Headquarters**: Not publicly available (Parent company 800.com is likely US-based; the Caddy app is available in the US and Canada).
- **Founded**: Not publicly available (App Store history suggests at least mid-2023 or earlier for the Caddy app brand; domain caddy.com is 25+ years old but owned by Thought Convergence, Inc., not this product).
- **Founders**: Not publicly available (Developed by 800.com, LLC).

## Core Business
- **Primary industry/industries**: Business Communication Software, Virtual Phone Systems, AI-Powered Voice Services.
- **Target customers**: B2C & B2B solopreneurs, freelancers, gig workers, tradespeople, real estate agents, and micro-business owners in the US and Canada.
- **Mission or purpose statement**: To provide a professional phone presence for small operators without the complexity or cost of enterprise phone systems.

## Products & Services
- **Caddy App (iOS)**: A mobile application that provides a second, dedicated business phone number with unlimited calling, texting, and voicemail. Its core differentiator is an **AI Receptionist** that answers calls when the user can’t, collects caller information, and provides a summary and transcript.
  - **Type**: Mobile App (SaaS with subscription).
  - **Key Features**: Local area code number, SMS/MMS, voicemail transcription, call summaries, custom knowledge base for the AI, and exclusion rules.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (privately held by parent company 800.com).
- **Key Metric**: Annual Revenue not publicly available. The app has a reported **4.8-star rating** on the App Store with over 1,000+ reviews, indicating strong user satisfaction. Subscription pricing is $9.99/month (Unlimited) or $19.99/month (Unlimited + AI Receptionist).
- **Notable Investors/Partners**: No public funding rounds listed for this specific product. It is a product of **800.com, LLC**, a private company.
- **Growth Signals**: High app store rating and continued feature updates (e.g., version 1.17.0 in Aug 2025) suggest active development and user retention. The product targets the large market of “30 million solopreneurs and micro business owners across the US and Canada.”

## Competitive Advantages
- **Simplicity & Speed**: No PBX, desk phones, or IT setup required. Users can go live in minutes.
- **AI-First Receptionist**: Unlike basic call forwarding or voicemail, the AI actively screens calls, takes messages, and delivers organized leads via text, acting as a real receptionist.
- **Unified Inbox**: All business calls, texts, and voicemails are managed in one app, eliminating the fragmentation of multiple personal lines.
- **Specific Targeting**: Avoids the complexity of enterprise tools (like RingCentral) and the lack of features in free personal apps, perfectly fitting the niche of micro-businesses.

## Strategic Focus
- **Product-led growth** through the iOS App Store.
- **Continuous AI Improvement**: The AI receptionist feature is the key value add and likely the primary area for ongoing development.
- **Expansion into new verticals**: Marketing to home services (plumbers, electricians), real estate agents, freelancers, and gig workers.
- **Geographic availability**: Currently serving US and Canada, with potential for expansion.

## Why Work Here
- **Mission-Driven**: Solving a real pain point for millions of small business owners who need to appear professional without enterprise overhead.
- **Product Impact**: Working on a high-rated, AI-powered product with clear user love (4.8 stars).
- **Modern Tech Stack**: Likely focused on AI/ML for the receptionist feature, iOS development, and backend services.
- **Remote/Hybrid**: Not explicitly stated, but as a product of 800.com, the culture likely supports remote work common in the MarTech/SaaS space.
- **Culture Highlights**: The company emphasizes user experience, simplicity, and empowering the “solopreneur” economy. It’s a small, focused team where individual contributions have outsized impact.

## Sources
1. [builtin.com](https://builtin.com/company/caddy) (Note: This source refers to an unrelated AI automation startup also named "Caddy" from YC F25, *not* the Caddy.com phone app. Its data is excluded.)
2. [apps.apple.com](https://apps.apple.com/us/app/caddy-second-phone-number/id6451449549) (Primary source for product description, pricing, and target customer.)
3. [statscrop.com](https://www.statscrop.com/www/caddy.com) (Domain ownership history, confirming the domain is owned by Thought Convergence, Inc., and the app is a product of 800.com, LLC.)
4. [linkedin.com](https://linkedin.com/company/try-caddy) (This LinkedIn link leads to a *different* company called "Caddy (YC F25)" by the team from Loom. It is not the company behind the Caddy.com app. The correct LinkedIn for this app is not obviously found in search results.)

**Note on the provided links:**
The website (`caddy.com`) and careers page (`jobs.gem.com/caddy`) both point to the phone app business described above. However, the text in the web search results for "Caddy Careers, Perks + Culture" and the "Y Combinator" page refer to an entirely different company—a brand new, voice-controlled AI automation startup (YC F25) founded by former Loom employees. The gem.com careers link likely belongs to this second company. This profile focuses on the **caddy.com app** based on the website URL provided. The YC F25 company is a separate entity.

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