Top Tech Jobs & Startup Jobs in Chicago, IL

Lead product strategy, planning, and delivery for RPA, AI, and technology initiatives. Define requirements, roadmaps, success metrics, and ROI. Coordinate cross-functional teams, manage multiple projects, mitigate risk, support change management, and ensure projects deliver on scope, schedule, and budget.

Own the full recruitment lifecycle for assigned roles: develop sourcing strategies, screen and interview candidates, manage ATS records and recruitment analytics, present qualified slates to hiring managers, and continuously improve processes while delivering a strong candidate and hiring manager experience.

Own the full enterprise sales cycle for large, complex accounts: prospecting, managing multi-stakeholder deals, running technical proofs-of-concept with engineering, refining enterprise sales plays, and feeding customer insights to product and leadership to drive repeatable revenue.

Lead and grow regional revenue and market share across the Western US by managing and coaching a team of remote Account Executives, building executive partner relationships, executing regional sales strategies, and collaborating cross-functionally to drive partner adoption and retention. Role requires extensive travel and performance ownership.

Lead end-to-end delivery of large-scale transformational technology programs ($25M+), manage distributed matrixed teams (50+), oversee governance, financials, SOWs, contracts, risk, stakeholder engagement, and executive reporting to ensure program quality and profitability.

Lead design and implementation of scalable APIs and agent communication layers for an AI-agent driven advertising marketplace. Build high-throughput backend systems, integrate agent frameworks and adtech partners, drive architecture for authentication and protocols, mentor engineers, and prototype agent communication patterns while collaborating with product and design.

Administer and optimize DRB SiteWatch, Patheon, and ICS POS systems across multiple locations. Configure items, pricing, promotions, and site settings; test changes; provide Level 3 troubleshooting for terminals, kiosks, payment and connectivity; liaise with vendors; maintain data integrity, SOPs, and training materials; monitor performance and reporting; and partner with teams to improve processes and customer experience.

Manage a regional portfolio of higher education institutions to drive revenue growth, adoption, and retention. Build multi-level relationships with faculty and administrators, lead virtual and in-person engagements, execute territory go-to-market strategy, negotiate agreements, and collaborate with cross-functional teams. Use Salesforce and analytics to monitor usage, identify opportunities, and design targeted campaigns. Travel frequently across the US West region to strengthen partnerships and promote HBI learning solutions.

As a Software Engineer, you'll design and develop microservices using a cloud-native tech stack, with a focus on financial services and secure systems.

Solve unprecedented, high‑ambiguity problems end‑to‑end: create solutions, then build repeatable systems to run them without you. Own outcomes, act autonomously, generate options relentlessly, operate under scarce resources and tight deadlines, and continuously scale impact across the company.