Top Tech Jobs & Startup Jobs in Chicago, IL

Lead end-to-end payments product strategy and execution for card-present and card-not-present flows. Define acceptance methods, improve authorization and settlement performance, partner with risk/compliance and remittance teams, and coordinate cross-functional stakeholders. Measure success via authorization rates, latency, resiliency, funding accuracy, and merchant satisfaction while evaluating processors, routing, and cost-optimization opportunities.

Own the end-to-end onboarding for enterprise and mid-market multi-location clients, managing technical configuration, integrations, timelines, stakeholder communications, testing, documentation, and KPIs to ensure successful POS activation and client adoption.

Manage a large portfolio of strategic restaurant accounts to drive retention, adoption, and revenue expansion. Execute scalable adoption campaigns, identify at-risk accounts, run mitigation strategies, and find upsell/cross-sell opportunities. Partner with product and internal teams, mentor junior CSPs, and use automation and reporting tools to track engagement, adoption, and retention metrics.

Technical leader responsible for architecture and reliability of Android POS and handheld apps. Drive multi-year Android roadmap, mentor engineers, lead cross-team initiatives (modularization, local persistence, Jetpack Compose), ensure offline-first sync and performance at scale, improve CI/CD and mobile observability, and write production code and design reviews.

The Client Onboarding Manager oversees a team to enhance client onboarding experiences, ensuring timely project execution, team performance, and client satisfaction through effective leadership and process improvements.

Own the Merchant Dashboard product vision and roadmap for SpotOn's restaurant software. Collaborate with Engineering, Design, Data Science, and GTM teams to define information architecture, personalization, monetization, and operator workflows. Use data-driven experimentation, customer feedback, and market analysis to prioritize features, deliver scalable solutions, and advocate for customers.

Lead end-to-end automation projects that replace manual ops workflows with production-grade AI-driven, agentic orchestration. Partner with non-technical stakeholders to discover problems, architect and ship full-stack solutions, measure business impact, and maintain robust guardrails and error handling for reliable production use.

Manage a large portfolio of strategic SaaS accounts to drive retention and adoption through scalable campaigns, identify at-risk accounts, enable upsell opportunities, collaborate cross-functionally, and optimize reporting and automation for high-volume account management.

Senior Full-Stack Engineer for Hospitality Fulfillment working on backend services and microfrontends powering SpotOn's Express POS. Own features end-to-end, solve complex high-traffic production issues, integrate AI tools, provide technical leadership, mentor teammates, and work across stack including cloud/infra when needed.