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Director of Engineering Bike Shop

Job in Cicero, Cook County, Illinois, 60804, USA
Listing for: The University of Chicago
Full Time position
Listed on 2026-10-07
Job specializations:
  • IT/Tech
    AI Engineer (Applied/Software), AI Business & Operations
Salary/Wage Range or Industry Benchmark: 170000 - 185000 USD Yearly USD 170000.00 185000.00 YEAR
Job Description & How to Apply Below
Position: Director of Engineering at The Bike Shop
Department

Harris School Bike Shop Sub Org

About the Department

The Bike Shop seeks to solve society's most pressing challenges by designing and scaling advanced algorithms-particularly AI-that enhance human capacity, not simply automate tasks. The center develops new behaviorally-informed AI technologies through foundational research, builds the tools and interventions that drive measurable social impact, and trains the next generation of scholars at the intersection of AI, behavioral science, and public policy.

By translating advances into scalable, actionable solutions, the center empowers governments and institutions to achieve outcomes traditional approaches cannot.

Job Summary

The Bike Shop is seeking a strategic and entrepreneurial technology leader to shape the direction of its software, data, and AI capabilities. As the senior technical leader, you will set the technical vision, guide system architecture, and establish engineering practices across all Shop-built systems. You will lead a dual mandate: delivering production-quality software products that strengthen the Shop's public technical reputation and serve as essential internal infrastructure, while also building applied AI and machine learning capabilities.

In this role, you will build and lead the Shop's engineering function, including defining the team structure, hiring exceptional talent, establishing technical standards, and developing a multi-year technology roadmap. You will also oversee the technology function's financial resources, including budgets, forecasts, and project investments. Working closely with research leadership, you will help shape the Shop's research agenda by identifying what is technically possible and creating the platforms and capabilities needed to support ambitious Center initiatives.

This is a high-impact leadership opportunity for someone who thrives with autonomy and enjoys turning emerging ideas into reliable, real-world systems. Your decisions will influence the Shop's work across the organization and play a significant role in defining its external technical reputation.

Responsibilities Product and Platform Delivery

Owns the Shop's software product portfolio end to end - definition, architecture, implementation, release, and ongoing operation - and holds final decision authority over scope, technical approach, and release readiness.

Drives concept-to-production delivery of externally released applied tools, including product definition, user experience and information architecture, implementation, launch, and ongoing operation.

Owns public release strategy for Shop software, including open-source governance, API design and versioning, packaging, documentation, and support model.

Delivers internal platforms, administrative dashboards, and authoring tools that increase research and operational throughput across the Shop.

Owns architecture across a portfolio of concurrent products, determining what is delivered as shared platform versus per-product implementation.

Determines when prototypes graduate to production and what hardening is required.

Makes build, buy, and adopt decisions (within the University's procurement framework) and owns vendor and open-source dependency strategy.

Applied AI/ML Development and Technology Evaluation

Leads applied AI/ML engineering aligned to Shop priorities, including agentic system design, entity resolution and normalization, anomaly detection, and predictive modeling.

Translates Shop research objectives into system requirements, architecture, and delivery plans, and surfaces technical constraints, costs, and opportunities early in direction-setting.

Identifies where new engineering capability would enable work not currently possible, and defines the build effort required to open those directions.

Prototypes and evaluates emerging AI capabilities and determines which are engineered into production systems.

Represents the Shop's technical work externally through technical briefings, product demonstrations, and public software releases.

Maintains working knowledge of emerging technologies in scientific and commercial communities and translates them into Shop capability.

Technical Direction, Architecture, and Operations

Owns end-to-end architecture of the Shop's cloud platform, including service decomposition, data flow, storage, identity and authorization, and deployment topology.

Selects the Shop's core technology stack - languages, frameworks, data stores, cloud services - and defines migration paths as it…

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