Top Tech Jobs & Startup Jobs in Chicago, IL

Supports creative agency project execution through project setup, scheduling, task assignment, documentation, deliverable tracking, status reporting, quality assurance, meetings, and workflow coordination. The role helps maintain project momentum, communication, and timely client delivery while developing project management expertise.

Leads Ting Labs’ direct-to-consumer growth strategy and marketing operations foundation. Owns customer acquisition, media investment, brand and performance marketing, experimentation, measurement, attribution, dashboards, marketing technology, data integrations, and operational processes. Partners cross-functionally with Creative, Product, Engineering, Finance, agencies, and technology vendors to optimize growth performance and investment decisions.

Own the full B2B SaaS sales cycle, from prospecting through negotiation and close, while meeting quotas and acquiring automotive dealership customers. Present AI solutions and ROI cases to executives, build pipeline through cold outreach, expand accounts through cross-selling and upselling, and collaborate with Client Success and Solutions Engineering. The role requires technical aptitude, complex deal experience, strong negotiation skills, and comfort working in an ambiguous early-stage startup.

Leads company-wide pricing and packaging strategy across products and verticals. Sets monetization vision, discounting guardrails, rate cards, bundling approaches, and pricing approval processes. Partners with executive, product, sales, marketing, customer success, and finance leaders to drive alignment, improve deal velocity, increase profitability, and support retention. Builds financial models, reporting, enablement programs, and implementation plans while adapting strategies to company goals.

Leads strategic, cross-functional programs for the Pricing & Inventory team, from opportunity discovery and beta testing through companywide scale. Translates business goals into roadmaps, coordinates data science, engineering, product, and business teams, manages timelines and trade-offs, and presents recommendations to executive leadership. Uses structured analysis, experimentation, and measurable outcomes to drive decisions in ambiguous environments.

Administers and improves employee benefits and leave programs, including health, retirement, disability, FMLA, accommodations, and annual enrollment. Ensures regulatory compliance, data accuracy, payroll reconciliation, vendor performance, employee communications, and timely case resolution. Partners with HR, Payroll, Legal, managers, employees, third-party administrators, and HRIS teams on complex cases, system testing, reporting, wellness programming, and process improvements.

Manage federal service contracts valued at approximately $5M–$10M, overseeing daily operations, staffing, finances, deliverables, quality assurance, reporting, risk mitigation, and customer satisfaction. Supervise employees, monitor budgets and profitability, support billing and invoicing, and assist with proposals, follow-on opportunities, and business development. The role works with the Prime Program Manager and requires occasional travel.

Leads enterprise-wide AI strategy, governance, portfolio execution, ROI tracking, and responsible AI across multiple healthcare business units. Chairs AI governance bodies, manages initiative gating and investment decisions, coordinates clinical, operational, financial, vendor, compliance, and technology stakeholders, and drives measurable transformation outcomes. The role also leads AI talent development, organizational adoption, vendor discipline, clinical safety, regulatory readiness, and continuous improvement of the governance operating model.

Leads cybersecurity solutions engineering for government and education customers across managed security, network monitoring, cloud security, and related services. Provides technical discovery, solution design, demonstrations, proofs of concept, onboarding, deployment guidance, escalations, and post-sales support. Partners with sales and technical account teams, mentors engineers, develops enablement materials, informs product strategy, identifies expansion opportunities, and manages customer activity in Salesforce.

Manages a financial planning and analytics team supporting hospital executives and departments with business plans, forecasts, budgets, proformas, variance analyses, statistical reporting, and decision support. Oversees data validation, metrics, budget cycles, system integration, onboarding, reporting platforms, and continuous improvement initiatives. Partners with executive leadership, accounting, IT, Epic, Strategic Analytics, and Strata teams while guiding complex analyses and special projects.