Top Tech Jobs & Startup Jobs in Chicago, IL

The Senior Commercial Counsel will manage commercial transactions end to end, including drafting, reviewing, and negotiating agreements such as service, vendor, data protection, partnership, nondisclosure, and employment-related contracts. The role will improve contract templates, approval processes, internal guidance, and contract lifecycle management systems. The counsel will advise stakeholders on transactional risks, business goals, and other day-to-day legal matters while supporting a rapidly scaling healthcare technology company.

Lead security architecture and design reviews, define standards for protecting sensitive healthcare data, build automated defenses, guide security monitoring and incident response, translate complex objectives into engineering requirements, and mentor engineers through code and design reviews.

Own a high-volume portfolio of large-market B2B clients and broker relationships, driving engagement, satisfaction, retention, and measurable ROI. The role manages account health, success KPIs, engagement plans, client projects, stakeholder communications, reporting, and educational sessions. It requires cross-functional collaboration with sales, strategic account management, and member services, plus proactive risk identification and executive-level client management. Remote work is available with travel up to 25% of the time.

Own the reliability, performance, resilience, observability, and security of AWS and Kubernetes infrastructure supporting products and AI/ML workloads. Define SLOs, lead incident response and root-cause analysis, build Terraform automation, optimize cloud costs, reduce operational toil, and establish deployment standards that help engineers ship reliably. Participate in on-call rotations and maintain HIPAA-compliant infrastructure.

Own revenue and quarterly quota for the West territory covering Oregon, Idaho, Montana, and Hawaii. Build and expand relationships with benefits brokers, consultants, general agents, and employers in the 1,000–9,999 employee market. Develop strategic advisor partnerships, lead complex cross-functional deals, close new business, and shape regional sales strategy with enterprise and account teams.

Manage and grow Garner's small-group employer clients (25–250 lives) by retaining and upselling accounts, advising on plan design and cost trends, monitoring client health, building broker relationships, and partnering with finance, product, data, and technology teams to demonstrate ROI and drive Net Revenue Retention and other KPIs.

Partner with sales to design and present Garner's Employer and DataPro solutions to high-value prospects. Lead discovery, technical solution design, RFP responses, and project-manage engagements with support from Data and Product teams. Act as technical liaison, communicate value propositions, and stay current on industry trends to inform product improvements.

Drive revenue for Garner's fully- and self-insured products in the 500–5,000 life segment. Expand and manage broker, consultant, general agent, and employer partnerships; build sales and partnership pipeline infrastructure; collaborate with market teammates to support in-market activities and broker relationships. Remote role with occasional travel to HQ.

Lead and scale field marketing across the western US: design and execute events (dinners, roundtables, workshops, conferences, roadshows), align with sales to drive pipeline, manage vendors/sponsorships, measure program ROI and attribution, build repeatable playbooks, and apply AI tools to improve efficiency and outcomes.

This is a talent-pool submission inviting candidates to share their background and role preferences. Profiles enter Garner's candidate pool for recruiter review; recruiters will contact matches when relevant roles open. Includes fraud/security notice about official email domains and an equal employment opportunity statement with accommodation contact information.