Top Tech Jobs & Startup Jobs in Chicago, IL

Manage human capital analytics and workforce metrics, including hiring-process analysis, time-in-stage, time-to-hire, yield rates, benchmarking, trend analysis, and performance measurement. Develop dashboards, visualizations, executive briefings, analytical presentations, and reports using business intelligence tools. Communicate complex findings and actionable recommendations to senior leadership while supporting federal or large organizational clients.

Own the full sales cycle for new enterprise brand accounts, from prospecting and qualification through demos, negotiation, and close. Build strategic pipelines, sell consultatively to senior marketing and partnership stakeholders, develop data-driven proposals, manage complex multi-stakeholder deals, forecast accurately in CRM, and collaborate cross-functionally through onboarding. The role focuses on closing mid-five- to seven-figure SaaS contracts within the sponsorship intelligence market.

Lead and coach a team of underwriters for a Real Estate Umbrella program, ensure underwriting integrity and profitability, monitor portfolio performance, enforce compliance, partner with sales and program managers, use data analytics to drive pricing and growth, implement process improvements, and underwrite risks as needed.

Own federal civilian enterprise sales for a cybersecurity software platform. Responsibilities include building territory and account plans, sourcing pipeline, navigating agency buying committees and procurement vehicles, managing RFI/RFP responses, addressing FedRAMP and ATO requirements, forecasting accurately, closing deals, partnering cross-functionally, and feeding market insights back to product. The role requires strong federal civilian relationships, cybersecurity knowledge, contract vehicle fluency, self-sourced pipeline experience, and disciplined enterprise sales execution.

Creates and implements real-time visual effects for gameplay, environments, and cinematics. Responsibilities include particle effects, textures, shaders, geometry, UV sets, simulations, and FX event timing. The role optimizes effects for performance, collaborates with game development teams on engine implementation, and supports the game’s overall art style. Proficiency in Maya and Photoshop, knowledge of shader networks, animation, timing, and computer graphics fundamentals are required.

Processes sports and theatre ticket inventory, verifies listings and seat details, tracks refunds, resolves purchase and marketplace issues, and supports customer service calls. The role requires accurate data entry, strong organization, professional communication, flexible overnight and rotating shift availability, and the ability to manage deadlines while collaborating with brokers and internal teams.

Owns administration, compliance, reconciliation, analytics, vendor management, and open enrollment for employee benefits programs. Leads the transition from fully insured or level-funded medical plans to self-funded plans, including plan design, stop-loss procurement, financial modeling, and implementation. Manages ACA reporting, ERISA, COBRA, HIPAA, PCORI, multi-entity compliance, carrier relationships, employee communications, audits, and benefits system integrations.

Processes and applies incoming payments, reconciles accounts receivable balances, investigates discrepancies, communicates with customers and internal teams, maintains documentation and reports, and supports month-end closing. The role requires basic accounting knowledge, Excel proficiency, strong attention to detail, and clear communication. Insurance billing experience and familiarity with ERP systems such as SAP or Oracle are preferred.

The Chief of Staff serves as a strategic partner to the CEO and COO, managing executive operating cadence, board and investor relations, enterprise initiatives, OKRs, strategic planning, and organizational effectiveness. The role leads fundraising strategy across venture, philanthropic, and government sources, including pipeline management, grant execution, investor materials, and stakeholder engagement. It also coordinates executive meetings, tracks KPIs, supports decision-making, and manages cross-functional projects. Travel to markets, conferences, and company meetings is approximately 20–25%.

Owns the intelligence platform roadmap for enterprise healthcare engagement, including decisioning, orchestration, integrations, interoperability, identity and consent management, and scalable deployment. The role defines strategy and requirements, prioritizes platform investments, leads partner integrations, establishes success metrics, and coordinates Engineering, AI/ML, Data Science, Security, Design, and client teams. It also embeds healthcare compliance, security, and responsible AI throughout the product lifecycle.