Top Tech Jobs & Startup Jobs in Chicago, IL

Own end-to-end product design for Gladly’s AI Agent Harness, including configuration, steering, evaluation, reporting, simulations, and oversight tools. Develop and maintain the shared design system, define solutions for ambiguous problems, prototype rapidly with AI-assisted tools, and elevate the quality of engineer- and AI-generated interfaces. This senior individual contributor role requires strong generalist product design skills, systems thinking, polished visual craft, and experience designing trustworthy, controllable AI-native experiences.

As a Business Development Representative at EdSights, you'll conduct outreach to prospective colleges and universities, develop outreach strategies, and communicate the value of EdSights' technology. You'll work closely with Partnership Directors to drive growth and engagement in the higher education sector.

Lead the sales operations function and team, driving forecasting, pipeline management, KPI reporting, territory design, quota setting, and revenue planning. Partner with sales leadership and cross-functional teams to improve sales performance, process efficiency, data quality, and GTM alignment. Own operating rhythms, Salesforce workflows, sales technology adoption, automation, and the annual sales operations roadmap while delivering actionable insights and scalable operational improvements.

Own the full sales cycle across mid-market and enterprise accounts, with a strong emphasis on outbound prospecting, pipeline generation, account planning, consultative demos, and closing. Build relationships with prospects, develop new verticals, collaborate with partnerships and cross-functional teams, maintain accurate Salesforce pipelines, and drive ARR growth using consultative and challenger sales methodologies.

Leads complex business and technology transformations from strategy through execution, adoption, and value realization. Develops operating models, business cases, roadmaps, governance, portfolio processes, and organizational change strategies. Advises executives, facilitates decision-making, applies practical AI fluency, shapes consulting pursuits, manages commercial outcomes, and coaches consultants while strengthening transformation methodologies and offerings.

You will execute and improve insurance workflows, analyze operational efficiency, collaborate with product teams, and support onboarding and documentation efforts.

Develops and manages DoD and Federal business opportunities, customer relationships, and multi-year revenue pipelines. Conducts market and competitive research, identifies and qualifies opportunities, tracks pipeline metrics, supports RFIs and Sources Sought responses, and assists capture and proposal managers with capture plans, gate reviews, and proposal development. Requires familiarity with DoD acquisition, federal opportunity data-mining tools, business development processes, and customer engagement.

Lead legal talent acquisition strategy for the law firm by maintaining candidate pipelines, building sourcing partnerships, forecasting staffing needs, coordinating hiring processes, managing offers and background checks, supporting onboarding, and optimizing recruiting tools and processes. The role requires autonomous stakeholder management, strong communication, candidate engagement, and the ability to manage competing priorities in a fast-paced environment.

Owns the design, development, testing, deployment, and maintenance of production software. Builds C#/.NET backend services, Angular web applications, and .NET MAUI mobile apps; optimizes SQL Server databases; resolves production issues; improves reliability, security, performance, and observability; writes tests and documentation; participates in code reviews; and translates ambiguous business needs into maintainable technical solutions.

Performs financial and operational analysis to support strategic decisions, improve efficiency, identify cost savings, and enhance financial performance. Responsibilities include profitability analysis, costing methodologies, corporate allocations, patient-level analysis, productivity assessments, and decision-support system improvements. Partners with finance and operational leaders and provides actionable recommendations across healthcare service lines.