Caddie helps e-commerce companies improve their online conversion with an AI Superbar. It combines search with personalized sales assistance. It helps customers find products and answers their questions to drive purchasing behaviour.

We use AI and machine learning to guide customers similarly to a salesperson in a store. We're a Y Combinator company with $3M+ in funding. We’re currently in stealth mode, working with a set of large e-commerce customers who are paying us to help them fix their conversion.

Introduction to Caddie

Caddie helps e-commerce companies improve their online conversion with an AI Superbar. It combines search with personalized sales assistance. It helps customers find products and answers their questions to drive purchasing behaviour.

We use AI and machine learning to guide customers similarly to a salesperson in a store. We're a Y Combinator company with $3M+ in funding. We’re currently in stealth mode, working with a set of large e-commerce customers who are paying us to help them fix their conversion.

About the Role

As a Software Engineer (Founding Engineer), you’ll play a critical role in building and shaping Caddie. We’re still pretty early, so you’ll get a chance to work on infrastructure, AI, ML, core features, and everything in between. Our product has a small front-end footprint so most of the work is backend. You’ll work hand-in-hand with the co-founders to go from zero to one.

What We’re Looking For

We’ll keep it short. We’re looking for great people rather than checking 100 boxes.

• 5+ years of experience building modern web applications
• Degree in Computer Science or related discipline
• Full-stack experience that includes Typescript, RESTful APIs, React
• A passion for building something incredible from the ground up
• A startup mindset (collaborate, move quickly, iterate)

Bonus

• Worked on search, AI or ML products
• Experience with any of the following: NestJS, Pulumi, Terraform, LLama 2, OpenAI APIs, LangChain, LangGraph, e-commerce APIs (e.g. Shopify, Magento)
• Worked with microservices, Domain-driven design, Object Oriented Programming.

Job Details

Title: Intermediate Software Engineer, AI

Salary: $125k - $170k

Equity: 0.25% to 0.75%

Location: Greater Toronto Area / Ontario (Remote)

Highlights

⚡ 1st Software Engineer on the team

💰 Significant equity ownership

💫 Work on exciting AI products

🕋 Play a major role in shaping the v1

How to Apply

Please submit your resume using the YC portal. We’d still love to hear from you if you don't have any of the bonus points. You might have other bonus points we haven’t listed 🙂

Talk soon! 👋

The Caddie Team

We're building a search and conversational AI system that needs to be fast and accurate. Our backend is Typescript, using PostgreSQL. The frontend is a lightweight TypeScript/React widget that customers embed on their sites.

The hard problems we're solving include making search work reliably across massive product catalogs (1M+ SKUs) and building AI systems that can understand complex product queries in addition to traditional text-based search methods. Our Answers product helps customers with their questions. The hard problem here is building a system that can learn on its own, what type of answers lead to conversion and continuously improve. This requires building reinforcement learning systems and stitching it with various AI components.