Apprentice, Software Engineering
Chicago, IL - USA
Job Summary
About the Role
Were looking for a Software Engineering Apprentice to help us build integrate and ship AI-powered features on top of our existing product. Youll work directly with our engineering team in Ruby and JavaScript/TypeScript writing real code in our production stack from day one not toy projects or sandboxed exercises.
A core part of this role is using AI tools to replace fragile manual processes with scalable automation connecting systems across Sales Operations and Product so that our team spends less time on repetitive work and more time on things that matter.
We are not looking for someone who will manage the status quo. We want someone who ships iterates and actively looks for the next thing to improve.
Apprenticeship Details
Job Title: Software Engineering Apprentice
Type: Part-Time (20 hrs/week)
Location: Hybrid in Chicago IL (1-2 days in office per week)
Compensation: Paid
Length of Apprenticeship: 6-months
Estimated Start Date: June 1 2026
This is a paid part-time role (20 hrs/week) with a genuine path to full-time employment for the right person. You will be expected to roll up your sleeves ask good questions and take ownership of your work from day one.
What youll be doing
Key Responsibilities
Software Development
- Write clean well-tested code in Ruby and JavaScript/TypeScript alongside our engineering team
- Build and ship product features end-to-end from scoping and implementation through deployment and monitoring
- Contribute to code reviews technical discussions and engineering best practices
- Debug and improve existing systems reducing technical debt and fragile manual workarounds
AI Integration & Automation
- Build AI-powered features and workflows using LLM APIs (Anthropic OpenAI etc.) in our existing stack
- Connect internal and third-party tools via APIs and integrations (CRMs project trackers databases)
- Partner cross-functionally with Sales Ops and Product to identify and automate high-impact manual processes
- Document integration patterns experiments and results clearly for the wider team
What Youll Own
- Features shipped per quarter measured by test coverage and production stability
- Reduction in manual processing time across workflows you automate tracked against a defined roadmap
- Quality of code contributions: well-documented reviewed and built with the next engineer in mind
- Breadth and reliability of integrations built and maintained
What Success Looks Like Over the Next 6 Months
Within the first 30 days you will have a working understanding of our codebase and stack have shipped your first pull request to production and identified at least one automation opportunity to bring to your manager.
By month three you are contributing independently to feature work in Ruby and JavaScript/TypeScript have shipped at least one AI-powered integration and engineering trusts you to own a slice of the product.
By month six you are being seriously evaluated for a full-time offer. Multiple workflows have been meaningfully automated your code is stable and well-reviewed and the team sees you as a reliable contributor across the stack.
What youll bring to the role
What Were Looking For
Experience & Qualifications
- Working knowledge of Ruby or JavaScript/TypeScript youve built something real with at least one of them
- Familiarity with web development fundamentals: REST APIs databases version control with Git
- Hands-on experience with at least one LLM API or AI framework youve integrated AI into a project
- Genuine curiosity about applied AI you follow the space and have opinions about whats useful
- Strong communicator you can explain what you built why it matters and what comes next
- High ownership mindset you surface issues proactively and follow through without being chased
Tools We Use
- Languages: Ruby JavaScript / TypeScript
- AI APIs & frameworks: Anthropic Claude OpenAI LangChain
- Automation & integrations: REST APIs webhooks Zapier Make (Integromat)
- Data: PostgreSQL Supabase Redis
- Dev tooling: Git / GitHub VS Code CI/CD via GitHub Actions
- Collaboration: Slack Notion Linear youll be connecting AI to these too
What Youll Get
- Competitive hourly pay this is a paid apprenticeship
- Direct mentorship from engineers working across our full product stack
- Real ownership of features and automations that ship to production
- A portfolio of shipped code and live integrations you can point to
- A defined path to a full-time Software Engineer role
Required Experience:
IC
About Company
#LI-Remote #BI-Remote Join Our Team: Perks, Benefits, and Culture At Purchasing Platform, we're not just offering a job; we're inviting you to be part of something bigger. Our comprehensive benefits package and vibrant culture are designed to support your health, well-being, and caree ... View more