Top Tech Jobs & Startup Jobs in Chicago, IL

Lead customer education, adoption, marketing, and advocacy to drive product adoption, retention, and expansion. Build and scale Absorb Academy, create adoption playbooks with Product, develop advocacy and reference programs, and partner with GTM/Sales to convert engagement into revenue.

Lead and grow an engineering team building SELECT, a cloud cost management platform. Drive technical strategy, architecture, development practices, reliability, and cross-functional execution. Mentor engineers, manage performance and hiring, and improve delivery processes to scale the product and organization.

Sell Thales data protection and identity management solutions through channel partners across an Illinois territory. Target CxO and IT buyers, manage the full sales cycle, generate and follow up on leads, coordinate product evaluations with sales engineers, negotiate pricing/terms, close multi-year enterprise deals, and provide pipeline forecasts and KPIs to management.

Lead end-to-end redesign of insurance filing platform and automation, partnering with Product, Engineering, Actuarial, and Compliance. Map workflows and regulatory needs, drive AI and automation adoption, build and manage the platform team, set governance and operating models, and ensure filing quality, speed, and compliance in a regulated environment.

Lead federal pre-sales engagements by developing technical solutions, guiding discovery and RFP responses, presenting to executives, and collaborating with delivery, product, security, and legal teams to win and implement enterprise support, managed services, AMS, and modernization initiatives for federal agencies and systems integrators.

Work with prospects and customers to understand technical needs, deliver tailored demos, proofs-of-concept, and solution architectures for Akuity's GitOps platform. Collaborate with Sales, Product, and Engineering to scope implementations, collect requirements, and act as a trusted technical advisor throughout the buying lifecycle.

Provide technical support to open-source and enterprise customers across channels; troubleshoot Kubernetes and Argo issues; escalate to engineering; improve documentation, support playbooks, and scalable processes; develop deep expertise in GitOps and Akuity’s offerings.

Review and edit college-level Applied Philosophy course materials: update course structure, align learning outcomes and competencies, refine assignments and rubrics, evaluate multiple-choice questions, and collaborate with curriculum designers to ensure quality and academic alignment.

Contract on-camera presenter records short-form (TikTok) and long-form (YouTube) instructional videos using provided scripts and practice problems. Responsibilities include clear, engaging delivery, demonstrating problems with tablet/dry-erase/pen-and-paper, following brand guidelines, incorporating feedback, and meeting deadlines. No editing required; work is remote and paid per video.

Review and edit college-level course structure and materials for accuracy and alignment. Update learning outcomes, competencies, assignments, rubrics, and multiple-choice questions. Collaborate with curriculum designers, meet deadlines, and incorporate feedback to ensure high-quality, skill-oriented course deliverables.

Build and re-architect Shipt's LLM-native search stack including retrieval and ranking systems. Design multi-task and multi-objective models, integrate personalization signals, develop hybrid dense/sparse retrieval, and apply generative retrieval and query expansion. Analyze search data, report findings to leadership, and partner with senior scientists and ML engineers to improve relevance, revenue trade-offs, and operational metrics.

Lead the intelligence layer atop the data lakehouse: design and run causal experimentation, build predictive and forecasting models, own model evaluation and monitoring, deploy and maintain models on Databricks/MLflow, set technical direction for data science, and partner closely with data engineers, AI engineers, and product. Use AI development tools daily.

Build and operate Databricks-based lakehouse pipelines (medallion/Data Vault 2.0), resolve identity across systems, enable near-real-time CDC, integrate external partners, add observability, and partner with AI/product teams to deliver trustworthy data for BI, ML, and in-product features.

Design, build, and scale AI-powered automation using LLMs, RAG, vector DBs, prompt pipelines, and agent systems. Integrate with internal tools and cloud platforms, implement orchestration, observability, security guardrails, measure impact, and partner cross-functionally to replace manual processes with reliable production-grade automation.