Top Tech Jobs & Startup Jobs in Chicago, IL

Configure, optimize, and support UKG Pro WFM scheduling and clinical scheduling extensions. Partner with HR, operations, payroll, and IT to improve staffing, ensure labor and healthcare compliance, maintain data accuracy, troubleshoot issues, support upgrades, develop training materials, and provide workforce analytics for staffing decisions.

Resolves complex Tier 2 IT escalations across network infrastructure, telephony, endpoints, medical devices, and enterprise applications. Administers Google Workspace, Meraki, 8x8, and endpoint systems; coordinates procurement and field vendors; engineers chatbot workflows; supports healthcare go-lives; and mentors Tier 1 technicians. Develops documentation and process improvements while providing autonomous remote support in a healthcare environment.

Supports UX research throughout the product lifecycle by assisting with usability tests, interviews, surveys, diary studies, participant recruitment, data collection, analysis, and research documentation. Collaborates with designers, product managers, and developers to translate findings into actionable recommendations. The role also involves creating personas, journey maps, and presentations while applying accessibility and inclusive design principles.

Administers and secures Oracle databases supporting DISA contract systems. Responsibilities include database installation, tuning, access management, outage response, disaster recovery, security patching, STIG compliance, scripting, release support, data modeling, legacy data migration, reconciliation, and system integration. The role also supports Appian data stores and coordinates database changes with DISA, hosting providers, ISSOs, and development teams.

Administer and secure IDEAS across development, staging, and production environments. Responsibilities include managing RHEL and application platforms, patching, system builds, access controls, certificates, log analysis, security remediation, change control, documentation, and Authority to Operate support. The role serves as key personnel and alternate ISSO, coordinating with database, security, DISA, and hosting teams.

Own the full expansion sales cycle for Arketa’s existing customers, selling add-on products including Payroll, branded apps, websites, marketing, and phone solutions. Partner with Customer Success to identify opportunities, conduct tailored demos and ROI conversations, exceed upsell quotas, manage HubSpot pipeline forecasting, build sales playbooks, and provide product feedback. The role focuses on inbound expansion opportunities and launching a new product motion.

Leads and coaches a team building and maintaining integrations between a cybersecurity platform and third-party technologies. Responsibilities include technical design reviews, code reviews, troubleshooting, direct engineering contribution, delivery planning, stakeholder collaboration, process improvement, and team development. The manager balances new integrations, maintenance, customer needs, and technical debt while promoting reliable engineering practices and practical use of AI-assisted development tools.

Manage part-time remote people and finance operations, including payroll, employee onboarding and offboarding, expenses, reimbursements, vendor payments, equity records, tax coordination, and financial record accuracy. The role works with accountants, tax advisers, employees, and service providers while maintaining confidential records and ensuring administrative tasks are completed accurately and on time.

Reviews insurance products, forms, rates, rules, and filings for regulatory compliance. Monitors legal and regulatory changes, analyzes business impacts, supports regulatory change management, reconciles compliance data, verifies statistical reports, prepares SERFF filings, and advises stakeholders on compliance risks. Requires strong research, analytical, communication, organizational, and problem-solving skills, along with knowledge of property and casualty insurance products.

Conducts commercial insurance risk assessments, surveys, and accident investigations; prepares account reports; identifies loss exposures; recommends hazard controls; and develops customized safety and training programs. Provides industrial hygiene services, including noise mapping, trains supervisors, supports safety meetings, advises policyholders and agents, and maintains stakeholder relationships. Travels throughout the assigned territory and uses applicable codes, standards, and technical resources to improve workplace safety and reduce claims.

Designs, configures, and maintains IT systems for performance, availability, scalability, and security. Monitors system health, automates administration, troubleshoots complex issues, supports incident response and disaster recovery, ensures compliance, documents configurations, and mentors junior engineers.

Manage full-cycle recruiting for Supply Chain, Quality, and Manufacturing roles. Partner with hiring managers to develop recruiting strategies, source technical talent through LinkedIn and other platforms, coordinate interviews, maintain accurate applicant tracking data, and improve recruiting processes. Build relationships with candidates and stakeholders while delivering a strong candidate experience in a fully remote, high-growth robotics organization.

Manage full-cycle recruiting for Legal, Finance, and GTM roles, partnering with hiring managers to develop sourcing strategies and deliver a strong candidate experience. Source talent through LinkedIn and other platforms, coordinate interviews, maintain accurate ATS records, and collaborate with recruiting and cross-functional teams. The role also contributes to recruiting process improvements and scalable hiring initiatives in a fast-growing robotics organization.

Manage full-cycle recruiting for hardware engineering roles, partnering with hiring managers to define needs, source technical talent, coordinate interviews, maintain applicant tracking data, and deliver strong candidate experiences. The role also supports recruiting process improvements, documentation, and scalable hiring initiatives across software and hardware organizations.

Provides senior-level financial program leadership and strategic oversight for the NAVFAC Audit Integration program. Leads audit remediation planning, financial management, governance, policy development, program execution, change management, and executive stakeholder engagement. Coordinates working-level and senior leadership communications, delivers executive briefings, and identifies audit readiness risks, mitigation strategies, and improvement opportunities while balancing fiscal and workforce constraints.