Caddie AI
The future of website conversion
Senior Software Engineer, AI (Founding Engineer)
About the role
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 Senior 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: 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
About the interview
We’re excited to get to know you and want to make the process as smooth and enjoyable as possible. Here’s what to expect:
1. 15-minute introduction call – A quick chat to meet you and share a bit about us.
2. 45-60 minute conversation – A deeper discussion to get to know you better and give you a chance to learn more about us.
3. 90-minute technical interview – An opportunity to showcase your technical skills and dive into some interesting challenges.
4. Take-home technical assessment – A flexible way for you to demonstrate your expertise at your own pace.
If you have other offers on the table, just let us know. We’ll happily do our best to speed things up for you!
About Caddie AI
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.
