Top Tech Jobs & Startup Jobs in Chicago, IL

Build and maintain scalable, cloud-native APIs and high-value core system components using .NET and related technologies. Lead software architecture and testing discussions, enhance core offerings, collaborate cross-functionally, and ensure quality through code reviews, unit testing, functional testing, telemetry, and performance tuning. Mentor teammates and contribute to continuous technical and process improvement.

Build and scale customer-facing iOS applications for OPENLANE’s wholesale vehicle marketplace. Responsibilities include designing Swift and SwiftUI features, leading iOS architecture and UIKit modernization, improving testing and release practices, managing cross-cutting concerns such as authentication and analytics, using AI development tools, mentoring engineers, and collaborating with Product, Android, backend, platform, and QA teams.

Build and scale customer-facing Android marketplace features using Kotlin, Jetpack Compose, and modern Android technologies. Develop tested, production-ready software, use AI tools for coding and debugging, maintain reliability, and collaborate with Product, Design, backend, iOS, QA, and senior Android engineers. Contribute to platform concerns including authentication, analytics, feature flags, and CI while growing end-to-end feature ownership.

Provides first-level technical support and basic security triage for employees in a high-volume service desk environment. Resolves hardware, software, network, access, and application issues; manages routine identity and access requests; documents tickets; monitors security risks; escalates incidents; and improves service desk workflows. The role targets high first-contact resolution and customer satisfaction while supporting users remotely or from Carmel, Indiana.

Coordinates skip-tracing investigations to locate debtors and collateral using online resources, databases, phone outreach, and investigative techniques. Maintains account inventories, evaluates databases and vendor performance, manages vendor relationships, provides client and management updates, prepares production reports, and ensures compliance with applicable laws, confidentiality requirements, and debt-collection regulations.

Develops and optimizes transportation pricing models for a digital vehicle marketplace. Analyzes lane profitability, buyer behavior, attach rates, margins, carrier costs, seasonality, and competitive pricing. Designs A/B tests, monitors KPIs, identifies revenue leakage and growth opportunities, and recommends actions to improve transportation usage and profitability. Partners with cross-functional teams and leadership to translate complex analytical insights into pricing strategies.

Develop scalable Java Spring Boot APIs, microservices, React-based interfaces, ETL pipelines, and SQL data solutions. Deploy workloads on AWS, optimize performance, implement monitoring and automation, and collaborate with product, frontend, data, and DevOps teams. The role also contributes to architecture, accessibility, reliability, and data-driven product improvements.

Lead product strategy, vision, roadmaps, discovery, and execution for a portfolio of digital marketplace products. Manage Agile development processes, use data to track product performance and KPIs, collaborate with cross-functional stakeholders, and mentor Product Managers and Business Analysts. Serve as a senior leadership liaison while prioritizing capabilities that address diverse user needs and align with company goals.

Lead product strategy and roadmap for the Canadian buyer experience in a digital wholesale vehicle marketplace. Drive end-to-end lifecycle from discovery to delivery, partner with cross-functional teams, use customer research and data to prioritize initiatives, define KPIs tied to revenue and engagement, and mentor product team members. Leverage AI and rapid prototyping to improve customer success metrics.

Build, maintain, and scale cloud-first microservices using TypeScript/Node.js. Contribute to front-end features with Angular, optimize SQL and NoSQL queries, use CI/CD pipelines, adopt AI-assisted tools, participate in Agile ceremonies, and collaborate with senior engineers to deliver reliable software.