Top Tech Jobs & Startup Jobs in Chicago, IL

Provide Linux systems administration and support cloud infrastructure (AWS), automate builds and CI/CD pipelines, troubleshoot applications and scripts, provision/configure resources, optimize performance, document processes, and promote cloud best practices across teams.

Support and monitor PLC-controlled storage, conveyor and sorter automation. Triage and diagnose faults across PLC logic, HMIs, sensors/actuators, drives/VFDs and industrial networks; restore service or apply workarounds; coordinate on-site and remote teams; maintain tickets, documentation, and change-control processes.

Lead product strategy and roadmap for genetic genealogy features by partnering with engineering, design, data science, and content experts. Drive discovery through prototyping, user interviews, and experimentation; define APIs, matching logic, agentic workflows, and UI components that combine DNA insights with historical records; and deliver globally scalable, data-driven experiences that surface meaningful family connections.

Provide Tier 1 and Tier 2 IT support for a remote workforce: troubleshoot hardware, macOS, software, identity and SaaS issues; manage onboarding/offboarding, user access (SSO/MFA), device provisioning, asset inventory, and SaaS administration; create documentation; support IT projects and process improvements to enhance employee experience and security.

Lead global engineering teams for S365 and SmartShopper, partner with Product and Architecture to deliver scalable cloud solutions, drive modernization and operational excellence, mentor managers and senior engineers, and establish engineering standards, roadmaps, and metrics to improve delivery, reliability, and performance.

Prepare and post customer invoices and payments, support collections and billing setup in NetSuite/SuiteProjects, handle customer and internal communications for billing issues, assist month-end AR close and reconciliations, support audits and external data requests, and identify process improvements to streamline accounts receivable operations.

Lead AI Edge content strategy and production across blog posts, newsletters, video, and creator partnerships. Produce bi-weekly newsletters, repurpose workshop recordings, coordinate creators, collaborate with SEO and paid teams, and ensure evergreen educational content that positions the brand as an authority in AI and tech.

Lead AI Edge content strategy and production across long-form articles, evergreen video, bi‑weekly newsletters, and repurposed workshop/podcast assets. Coordinate creators, partner with SEO and paid teams, and ensure all content educates, builds brand authority in tech/AI, and drives newsletter sign-ups and social engagement.

Originates and closes strategic CPG partnerships to deliver brand-funded offers, discounts, cashback, and shopper marketing programs. Builds executive relationships, negotiates seven-figure deals, drives a multi-year pipeline, represents Sezzle at industry events, and collaborates cross-functionally on product, data, marketing, legal, and finance to measure ROI and scale repeatable playbooks.

Lead developer experience strategy and build platform tooling to improve productivity, CI/CD, testing, deployment automation, and reliability. Design golden paths, reduce tooling fragmentation, collaborate across teams, and iterate on AI-assisted tooling and evaluation to enable hundreds of engineers to build, test, and ship with speed and confidence.