Top Tech Jobs & Startup Jobs in Chicago, IL

Owner-side technical lead coordinating and integrating civil, structural, electrical, mechanical, utility, and network design for AI data center deployments. Reviews engineering deliverables, identifies design and constructability risks, enforces Basis of Design standards, supports utility/path-to-power planning, manages consultants, and aligns design with development, construction, power, and operations teams to standardize scalable deployments.

Leads the property insurance product roadmap for Prometheus, owning prioritization across underwriting, accumulation, and portfolio workflows. Builds and manages the Product team, translates carrier needs into precise requirements, validates releases in customer workflows, and drives adoption. Owns insurance model governance, including validation, documentation, change control, and AI-use policies. Requires deep property insurance, catastrophe modeling, geospatial, machine learning, and enterprise product experience.

Own an enterprise territory, generate pipeline, prospect for new business, conduct tailored product demonstrations, manage complex multi-stakeholder SaaS sales cycles, negotiate contracts, close new logos, forecast accurately, and achieve revenue goals. Partner with onboarding, customer success, and sales teams to ensure effective handoffs while building executive relationships and communicating platform value.

The Commercial Legal Director will lead complex technology and commercial transactions, negotiate SaaS, licensing, partnership, marketing, and services agreements, and develop scalable legal contracting standards. The role advises teams on AI, intellectual property, privacy, security, and regulatory issues; improves contracting workflows using Ironclad and AI-enabled tools; and partners with senior stakeholders across product, engineering, finance, marketing, and people operations.

Own full-lifecycle recruiting across technical and nontechnical functions, with emphasis on Engineering roles. Partner with hiring managers, source and assess candidates, manage pipelines and agencies, guide interview and offer processes, and deliver a responsive, high-touch candidate experience. Support onboarding, orientation, and internal mobility while adapting to changing priorities and maintaining accurate recruiting operations.

Owns the end-to-end GTM commission program, including plan administration, quota crediting, payouts, audits, ICM system management, controls, and dispute resolution. Analyzes quota attainment, pipeline coverage, and sales performance; models GTM capacity and forecasts headcount and productivity. Partners with Finance, Sales Operations, Revenue, and GTM leadership while using AI to improve reconciliations, audits, and workflow efficiency.

Own and grow a healthcare IT services business with an annual quota of at least $5 million. Leverage provider-side relationships to generate pipeline, sell EHR, AI, cloud, workforce, data, and advisory services, and close new opportunities. Manage forecasting and activity tracking in Salesforce, collaborate with marketing and delivery teams, and represent the firm at industry events and client meetings.

Supports Somali-speaking learners in a fully virtual data analytics program. Responsibilities include answering questions, facilitating breakout rooms, holding office hours, reviewing materials, grading assignments, providing feedback, recording walkthroughs, monitoring learner progress, and escalating concerns. The role also requires supporting live sessions, communicating in Somali and English, attending onboarding and staff meetings, and submitting weekly progress reports.

Own complex advisor book transitions from planning through account transfers and handoff, including repapering, ACATs, NIGO resolution, QA, and custodian coordination. Allocate onboarding work, monitor portfolio health, resolve escalations, coach transition specialists, and support the onboarding manager. Maintain playbooks, improve processes, build AI-enabled automations, report risks, and lead pre-go-live planning with advisors, sales, and product teams.

Owns the enterprise Snowflake data platform end to end, including architecture, ingestion, transformation, security, governance, reliability, performance, cost optimization, and AI enablement. Establishes engineering standards, reviews architecture, resolves complex production issues, mentors data professionals, and leads cross-functional adoption of scalable, governed analytics capabilities. The role provides senior technical influence without direct people management and supports secure MCP-based AI integrations.