Top Tech Jobs & Startup Jobs in Chicago, IL

Own and expand enterprise sales across banking, financial services, and insurance accounts. Responsibilities include prospecting, qualifying, closing complex multi-stakeholder SaaS deals, managing strategic account pipelines, engaging C-suite buyers, navigating compliance and procurement, leading RFP/RFI responses, coordinating internal deal teams and partners, and developing industry relationships. Travel up to 50%.

Develop and produce editorial content for conferences, webinars, workshops, and training programs. Recruit and collaborate with industry speakers, create compelling agendas and session topics, moderate live and virtual events, and serve as a subject matter expert for communications and marketing audiences. The role requires strong writing, editing, event production, project coordination, and occasional domestic travel.

Leads enterprise software development, platform integrations, custom scripts, and cloud architecture. Manages the software development lifecycle from requirements through deployment, collaborates with stakeholders, mentors engineers, and directly contributes to frontend, backend, and cloud solutions. Oversees third-party enterprise tools, databases, APIs, serverless systems, QA coordination, technical processes, and cross-departmental engineering initiatives.

Builds simulation infrastructure and software-in-the-loop sensor simulation products that help customers test and validate autonomous driving, drone delivery, eVTOL, robotics, and other physical AI systems safely at scale.

Build and lead the People function, owning HR operations, employee relations, compliance, performance management, compensation, benefits, HRIS, payroll coordination, immigration, onboarding, and offboarding. Partner with Legal, Finance, Recruiting, Compliance, and leadership to establish scalable policies, develop managers, support organizational design, and build a high-performance culture in a rapidly growing technology company.

Leads enterprise technology solution architecture and transformation initiatives for managed services clients. Designs cloud, infrastructure, outsourcing, migration, and modernization solutions; facilitates discovery and architecture workshops; develops roadmaps, business cases, pricing models, proposals, and implementation plans. Acts as a trusted executive advisor, leads multidisciplinary teams and complex pursuits, partners with product and PMO organizations, and oversees architecture through migration, cutover, troubleshooting, and operational handoff.

Design, develop, and implement AI/ML models; analyze large datasets; integrate AI solutions into existing systems; apply MavLink for autonomous systems; collaborate across teams and improve ML development processes.

Leads international marketplace growth across Amazon UK, EU, Australia, MENA, and other platforms. Owns channel strategy, revenue performance, promotions, merchandising, assortment, content optimization, pricing, conversion, and marketplace partnerships. Uses performance analytics to identify growth opportunities and collaborates with brand, creative, product, finance, supply chain, demand planning, and operations teams. Requires deep Amazon marketplace expertise, international e-commerce experience, strong commercial judgment, and the ability to influence cross-functional stakeholders.

Leads enterprise healthcare interoperability strategy, operations, connectivity, and strategic partnerships. Establishes operating models, roadmaps, KPIs, governance, and partner ecosystems across EHRs, HIEs, QHINs, payers, providers, and data networks. Translates regulatory and technical requirements into scalable capabilities, supports product and commercial growth, oversees investments and agreements, and builds high-performing teams. Requires executive leadership in healthcare data exchange, interoperability standards, regulatory strategy, operations, partnerships, and technology commercialization.

Leads the strategic design, analysis, implementation, communication, compliance, and administration of health and welfare benefit programs. Manages complex initiatives, vendor relationships, financial analyses, and regulatory reviews while partnering with HR, Finance, Legal, Payroll, and external vendors. Provides recommendations to improve caregiver experience, control costs, and ensure compliance. Mentors benefits staff and serves as a senior subject matter expert on benefits issues and strategic projects.