Top Tech Jobs & Startup Jobs in Chicago, IL

Own ClickTime’s B2B social media strategy and execution, grow engagement among finance and operations professionals, and help shape event strategy. Produce short-form videos, carousels, infographics, product explainers, live event coverage, interviews, and recaps. Represent the company publicly, participate in relevant professional communities, and use AI tools to scale high-quality content production. The role is remote across the United States with event travel approximately two to six times annually.

Define and represent Fluent’s AI strategy, demonstrate its platform and AI capabilities, lead strategic customer and partner conversations, and support commercial opportunities. Own executive narratives, value positioning, reusable demos, operational guidance, and ecosystem enablement. Build technical champions, represent Fluent at industry events, and provide customer and market feedback to product and architecture teams. The role requires credible architecture knowledge, strong communication, customer advocacy, commercial judgment, and strategic AI leadership without requiring production coding.

The EVP, Investor Relations & Corporate Development will lead strategic financial initiatives, optimize business models, enhance investor relations and develop a high-performing finance team to drive long-term value creation.

Manage and renew assigned enterprise client accounts while expanding revenue through upselling additional services and fees. Maintain accurate sales forecasts, complete Salesforce activities, scope A-LIGN services, and communicate client needs to service delivery teams. The role involves developing strong client and partner relationships through phone, internet, site visits, and industry trade shows. Experience in account expansion and cybersecurity, SaaS, or professional services sales is preferred.

Sources, attracts, screens, and submits candidates for client openings. Creates job descriptions, manages candidate pipelines and databases, updates ATS and CRM systems, conducts client meetings, and resolves escalations. The role uses sourcing tools, job boards, market data, and recruiting strategies to meet clients’ short- and long-term hiring needs while maintaining strong client relationships and ethical, proactive communication.

Maintains and optimizes Workday HR and payroll systems, including business processes, integrations, data validation, conditional rules, reporting, dashboards, and release updates. Troubleshoots user issues, ensures report security and data integrity, maps processes, recommends enhancements, and trains HR and Payroll users. Documents procedures, supports system users, and shares HR technology best practices with leadership.

Own the company’s business and people operations infrastructure, including utilization, capacity and workforce planning, margin reporting, delivery processes, people operations, tool governance, and AI automation. Manage two operations and recruiting team members, establish operating cadences, improve reporting accuracy, optimize SOPs and workflows, and deploy production AI systems. Partner with executive leadership to support hiring, compensation, profitability, organizational planning, and scalable service delivery.

Own the vision, architecture, roadmap, and execution of AI Teams for enterprise spend management. Design reliable, explainable agent workflows for invoice matching, vendor onboarding, contracts, disputes, and payments. Partner with engineering, data science, UX, and go-to-market teams to build evaluation, observability, training, and feedback systems. Lead customer discovery and technical discussions with Fortune 100 executives, while producing product documentation and demonstrations.

Develop and lead Gainsight’s information security strategy, policies, and procedures. Manage security leadership, architecture, identity management, compliance, risk assessments, vulnerability testing, and threat mitigation. Ensure adherence to GDPR, HIPAA, ISO 27001, SOC 2, and related standards. Present security posture, metrics, and recommendations to executive leadership while collaborating with Engineering, IT, and Security teams in a SaaS environment.

Owns CRM data operations from client discovery through production execution. Responsibilities include documenting CRM structures, profiling and improving data quality, defining warehouse mappings, building actionable segments, coordinating ingestion with engineering and data science, and safely executing bulk loads, extracts, deduplication, upserts, and write-backs. The role requires strong client-facing consulting, CRM administration, data operations, SQL, and mapping documentation skills.