Principal Software Engineer

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

About Wonder

Everything's on the menu at Wonder. Except compromise.

Wonder is the mealtime platform built to feed every craving in one order. With Wonder, you can mix and match hundreds of dishes from 20+ exclusive restaurants in a single order, so everyone gets exactly what they're craving. Enjoy everything from tacos to Thai with $0 delivery fees, plus dine-in or pick up at a Wonder location near you. Each dish is made to order on-site by our culinary team and served hot.

Behind the scenes, Wonder owns and operates every step of the dining experience, from recipe development to the technology that powers our experience, allowing us to deliver quality, variety, and consistency at scale.

Join us as we work to make great food more accessible.

About The Opportunity

We're looking for a Principal Engineer to set the technical direction for this team from its earliest days and bring AI-enabled development practices to Wonder Engineering. You'll define the architecture for and guide delivery of solutions to solve context fragmentation, MCPs/CLIs, skills, sub-agents, and integrations that connect AI tooling to Wonder's codebases and systems, and the AI-assisted workflows - code generation, review, testing, documentation, refactoring, on-call/incident management - that engineers use every day.

We're looking for someone who brings proven AI-tooling developer patterns and practices from outside Wonder that we haven't yet discovered internally. You'll partner closely with the team's other engineers across the company, each of whom owns a distinct part of the developer-experience surface area, with senior engineering leadership, and with the platform, infrastructure, and application teams whose workflows you're improving.

The Impact You Will Make

• Set the Architecture for AI-Native Developer Tooling: Define the architecture for and guide delivery of context aggregation solutions, MCPs/CLIs, skills, and sub-agents that give AI coding tools sanctioned, reliable access to Wonder's codebases, services, and systems. Set the direction for Wonder's autonomous development agents and cloud agent solutions, including access controls and guardrails.
• Bring Outside Patterns In: Bring a sharp point of view on where AI-assisted development actually creates leverage across review, testing, code generation, and documentation, and translate the best emerging practices into standards that fit Wonder's stack, scale, and constraints.
• Raise the Ceiling on Review: Set the strategy for pre-review and triage tooling that clears and automates mechanical and policy issues before a human looks, and define standards for reviewing AI-generated code across Wonder Engineering.
• Instrument for Efficiency, Not Just Adoption: Define the strategy and architecture for the systems that optimize AI costs across the org and abstract model selection away from engineers’ day to day, so the platform routes each task to the right model at the right cost without every engineer having to reason about it. Define and measure developer velocity, tying AI spend to the outcomes it produces.
• Guide Technical Outcomes: Set technical direction for developer tooling and ensure each team’s deliverables add up to a complete cross-team solution, weighing tradeoffs (including build vs. buy, cost, and risk) and partnering with platform, infrastructure, and application teams and engineering leadership to land it in production.
• Communicate Effectively: Write clear strategy docs, specs, and documentation, and provide, seek, and incorporate feedback from a team and organization still defining its own practices. Translate complex technical tradeoffs for audiences across departments and leadership levels, and mentor senior engineers in building durable, auditable AI-assisted engineering practices.

What You Bring to the Table

• Bachelor's or Master's degree in Computer Science or a related field, or equivalent practical experience.
• 10+ years of professional software engineering experience, including recent, hands-on work building with or on top of LLM-based tooling (agents, MCP servers, coding assistants, or similar).
• Direct experience integrating AI tools into real development workflows - code review, testing, code generation, or documentation - beyond individual use as an end user, ideally at organizational scale.
• Strong system design skills and a track record of owning tools or platforms end-to-end, from design through adoption across multiple teams.
• Comfort operating with ambiguity: this is a new team without established playbooks, and you'll be shaping them.
• Experience designing and consuming APIs, webhooks, or other integration/message-based systems.
• Experience building developer tooling, internal platforms, CI/CD systems, or other software used by engineers as its primary users.
• Experience with Java/JVM and/or Python is a plus, though not required.
• A pragmatic approach to problem solving and the ability to troubleshoot complex technical obstacles.
• Excellent communication and interpersonal skills, including the ability to drive technical discussions with engineers and leaders across multiple teams, up to the senior director level.

Illinois Base Salary: $244,000 -$253,500.

Wonder uses geographic-specific salary structures, which means the salary offered may vary depending on where the job is located. The final salary offer will take into account various factors, such as the candidate’s skills, education, training, credentials, and experience.

Benefits

The benefits applicable to this role include a competitive compensation package with equity and a 401(k). We also offer a choice of medical, dental, and vision plans, company paid short and long term disability coverage, paid time off including flexible time off for exempt employees, paid vacation for non-exempt employees, and paid sick leave in compliance with applicable law in addition to paid parental leave, discounted meals and exclusive perks across the Wonder family of brands.

Eligibility, effective dates, and available plan options vary by employment classification and location. To learn more about benefits for this role, visit our Careers page here.

A Final Note

At Wonder, we build the best teams by hiring with an objective lens — evaluating people for their potential while championing diversity, equity, and inclusion. We do not discriminate based on race, color, religion, gender identity or expression, sexual orientation, national origin, age, military service eligibility, veteran status, marital status, disability, or any other protected class. As part of our commitment to fair and compliant hiring practices, Wonder participates in the federal government’s E-Verify program to confirm employment eligibility. If you need an accommodation during the interview process, please let your recruiter know.

We look forward to hearing from you! We'll contact you via email or text to schedule interviews and share information about your candidacy