Principal Engineer, AI-Driven Developer Tools

Grubhub; Chicago (IL); On-site; USD 244,000 - 254,000; Full time

Benefits offered by this job

Equity

401(k)

Health, dental & vision

Disability coverage

Paid time off

Vacation & sick leave

Parental leave

Meal discounts

Exclusive perks

Job summary

Wonder is seeking a Principal Engineer to set the technical direction for AI-native developer tooling. You will define architectures for context aggregation, MCPs/CLIs, and sub-agents, connecting AI tools to Wonder’s codebases and systems.

You’ll drive AI-assisted workflows such as code generation, review, testing, and documentation across multiple engineering teams. You will partner with platform, infra, and application teams, mentor engineers, and shape playbooks for an evolving

Qualifications

• Bachelor's or Master's in Computer Science or related field, or equivalent practical experience.
• 10+ years of professional software engineering experience, including hands-on work with LLM-based tooling (agents, MCP servers, coding assistants) or similar.
• Experience integrating AI tools into real development workflows beyond end-user use, ideally at scale.
• Strong system design skills with a track record of owning tools or platforms end-to-end.
• Comfort operating with ambiguity and shaping new team playbooks.
• Experience designing/consuming APIs, webhooks, or other integration systems.
• Experience building developer tooling, internal platforms, CI/CD systems, or other software used by engineers.

Responsibilities

• Set the Architecture for AI-Native Developer Tooling and context aggregation solutions.
• Incorporate outside patterns and translate best practices into Wonder's stack and constraints.
• Define standards for AI-generated code review, testing, and documentation.
• Architect systems to optimize AI costs and route tasks to the right model.
• Guide cross-team delivery to ensureProduction-ready outcomes.
• Write clear strategy docs, specifications, and mentor engineers in AI-assisted practices.

Skills

AI tooling

Architectural design

System design

Cross-team leadership

Communication

APIs & integration

Education

Bachelor's or Master's in CS

Tools

Java/JVM

Python

Job description

Wonder is seeking a Principal Engineer to set the technical direction for AI-native developer tooling. You will define architectures for context aggregation, MCPs/CLIs, and sub-agents, connecting AI tools to Wonder’s codebases and systems.

You’ll drive AI-assisted workflows such as code generation, review, testing, and documentation across multiple engineering teams. You will partner with platform, infra, and application teams, mentor engineers, and shape playbooks for an evolving