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.

The FP&A Manager, GTM will lead go-to-market reporting, budgeting, forecasting, pipeline coverage modeling, and unit economics analysis. The role partners with sales and marketing leadership on channel investments, sales capacity, quota coverage, headcount planning, and strategic opportunities. Responsibilities also include building scalable reporting processes, conducting variance and ad hoc financial analyses, and improving measurement standards in a fast-growing, remote healthcare company.

Own implementation, maintenance, and optimization of client eligibility and claims data feeds. Analyze feed performance, troubleshoot discrepancies, produce error reports, test integrations with external partners, and improve internal tools, documentation, and processes to increase automation and reliability.

The Senior Technical Recruiter will manage full-cycle recruiting, build talent pipelines, partner with stakeholders, and enhance candidate experience in a remote environment.

The Senior Security Engineer will secure networks, systems, applications, databases, and cloud infrastructure; embed security controls into build pipelines; manage vulnerabilities and remediation; respond to incidents through on-call rotation; and promote security awareness across engineering. The role requires cloud security, infrastructure-as-code, application security, REST API protection, IAM, and tools including AWS, Kubernetes, Terraform, Wiz, Exaforce, and CrowdStrike.

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.

Lead technical strategy and execution for multi-quarter initiatives, build and maintain software systems using AI, mentor and elevate engineers, collaborate across disciplines, and protect user privacy and security. The role involves working in an AWS and Kubernetes environment with technologies including Python, TypeScript, React, Go, Airflow, dbt, and Claude Code.

Leads Pacific Northwest employer sales by managing Regional Directors and Account Executives serving organizations with 50–9,999 employees. Responsibilities include developing sales strategies, driving revenue growth, pursuing new business, analyzing regional performance, ensuring compliance, and building relationships with benefits brokers and partners. The role requires sales leadership, team quota delivery, strategic thinking, and strong people-management skills.

Lead technical strategy, build and maintain software systems using AI, mentor early-career engineers, collaborate across disciplines, and protect user privacy and security. The role involves developing scalable systems on AWS and Kubernetes while working with healthcare data and adhering to HIPAA and data-security best practices.