Senior Software Engineer, AI (Founding Engineer)

Introduction to Caddie

Caddie helps e-commerce companies improve their online conversion with an AI Superbar. It combines search with personalized sales assistance, helping customers find products and answers 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, currently in stealth mode, working with large e-commerce customers who are paying us to help them fix their conversion.

About The Role

As a Senior Software Engineer (Founding Engineer), you’ll play a critical role in building and shaping Caddie. We’re still early in our journey, giving you the 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’re looking for great people rather than checking 100 boxes:

1. 5+ years of experience building modern web applications
2. Degree in Computer Science or related discipline
3. Full-stack experience that includes Typescript, RESTful APIs, React
4. A passion for building something incredible from the ground up
5. A startup mindset (collaborate, move quickly, iterate)

Bonus

Experience in any of the following:

• Worked on search, AI, or ML products
• Experience with 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: Senior Software Engineer, AI
Salary: $150k - $200k
Equity: 0.50% to 1%
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