Top Tech Jobs & Startup Jobs in Chicago, IL

As a Software Engineer, you will design solutions, write quality code, collaborate with teams, and ensure efficient data delivery for client applications.

Lead end-to-end non-U.S. indirect tax compliance (VAT/GST/IOSS/OSS/Intrastat), perform reconciliations and month-end close support, prepare reserves and KPI reporting, manage audits and notices, evaluate tax implications of global initiatives, implement scalable compliance frameworks, monitor legislation, and mentor tax staff across cross-functional teams.

Design, build, and maintain scalable, highly available cloud infrastructure for an AI-native cybersecurity platform. Automate deployments and incident response, optimize performance for AI workloads, manage IaC across cloud environments, lead incident management and post-mortems, and collaborate with engineering and security teams to embed reliability.

Lead and grow Regions, Canada & Startups sales vertical as a player-coach. Own ARR quota, forecast accuracy, and pipeline; hire, train, and manage up to 11 AEs across US and Canada; drive Google Cloud co-sell motions and executive alignment; build Canada and Startups go-to-market from scratch; define regional org structure, comp, and quota planning.

The Senior Solution Consultant designs and implements AI and cloud solutions for clients, collaborates with sales and engineering, and ensures successful project outcomes.

Investigate card transaction disputes (fraud and non-fraud), determine eligibility under card-network rules, manage intake-to-resolution, collect evidence, communicate with customers and partners, escalate fraud or account-takeover cases, maintain records, and use AI/automation to improve dispute processes and efficiency.

Lead AI product strategy and roadmap for Bridge solutions, owning agentic conversational experiences across outreach, intake, messaging, scheduling, and escalation. Partner with engineering, data science, clinical, sales, and client teams; manage and coach a Product Manager and Product Owner; define metrics, prioritize roadmap, and drive measurable AI agent performance improvements and scalable client deployments.

Contract frontend engineer to build and maintain a Sanity-backed Next.js order page platform. Responsibilities include component development, Sanity Studio schema work, end-to-end test ownership (Playwright or similar), routing and architecture improvements, performance optimization, and supporting A/B testing and monitoring. Work closely with marketing, product, and engineering on a high-traffic, revenue-critical purchase flow and participate in on-call and CI/CD processes.

Serve as engineering lead for Fool.com and Motley Fool Money: set technical direction, write and review code, mentor engineers, own production reliability (incident response, observability), integrate AI/LLM features, and collaborate with cross-functional partners to align technical strategy with business goals.

Lead operational success of strategic retail pilot programs by coordinating between Sales/Customer Success and technical teams. Manage timelines, resolve cross-functional blockers, coordinate hardware installs and data collection, define KPIs, run status meetings, and ensure on-time delivery of AI-driven retail solutions.

Lead incident response as Incident Commander for critical security events, perform threat hunting and forensic analysis, build detections and telemetry across endpoint, identity, cloud, and network, run tabletop exercises and purple/red team activities, automate detection and response workflows, collaborate with engineering and risk teams, and translate findings into executive metrics and risk reduction strategies.

Lead full-cycle recruiting and hiring strategy: partner with hiring managers, source and assess candidates, run interviews, manage JazzHR ATS, improve candidate experience and recruiting processes, track metrics and support workforce planning.