Top Tech Jobs & Startup Jobs in Chicago, IL

Design and prototype LLM- and agent-based workflows (RAG, tool-calling), build reusable connectors and agent templates, integrate data science models, define clean API boundaries, implement lightweight evaluation/logging, and collaborate with data science and leadership to operationalize AI systems.

Scale internal operational systems and internal-facing product experiences. Prioritize roadmap and align software with hardware milestones. Build scalable tools and workflows, partner cross-functionally to deliver features, set up product analytics (e.g., Pendo, dashboards), define KPIs, run MVP experiments, and maintain stakeholder feedback loops.

Create and own narratives, scripts, and visual-first slide decks for webinars, conferences, sales demos, and exec keynotes. Coach presenters, build modular demo libraries, repurpose assets, track performance, and collaborate cross-functionally to ensure on-brand, on-time delivery.

Lead QA strategy for web and mobile applications; drive automation, AI-assisted testing, and environment improvements; embed quality in SDLC; mentor QA engineers; partner with DevOps, Product, and Engineering to scale testing and CI/CD.

Lead PMO and program management for a critical company domain: champion PMO maturity, manage projects end-to-end, align OKRs, prioritize portfolio, perform business analysis, oversee requirements and testing, and drive cross-functional delivery to meet domain objectives.

Sell AssetWatch solutions to new and existing mid-market customers by diagnosing customer pain points, delivering targeted demonstrations and proposals, managing CRM records, attending trade shows, prospecting leads, and collaborating with post-sale teams to transition closed deals.

Lead and grow a mid-market sales team to acquire new logos and exceed revenue targets in manufacturing/industrial SaaS. Recruit, coach, and support Solution Architects; develop GTM strategies, sales materials, and playbooks; manage corporate relationships, coordinate with cross-functional teams, and represent AssetWatch at industry events.

Lead and scale the hardware engineering team to design, deliver, and support reliable IIoT products. Own technical direction, architecture (power, connectivity, security), manufacturability, processes, hiring, and cross-functional execution from concept through production.

Provide Tier-3 engineering support and maintain web applications across frontend (React) and backend (AWS APIs, Lambda, databases). Troubleshoot production issues, support deployments/CI, triage requests, participate in code reviews, and drive process and tooling improvements to increase system stability and developer efficiency.

Serve as the operational bridge between Revenue Systems Architect and stakeholders to manage Salesforce administration, build scalable Flows, maintain GTM integrations, run sprint/backlog processes, own UAT and release notes, manage CRM data hygiene, and produce documentation and change management.