Top Tech Jobs & Startup Jobs in Chicago, IL

The Speaker Booking Assistant will research, contact, and secure bookings for speakers at events, manage progress, and maintain records.

Lead and scale a multi-market restoration sales organization as a hands-on player-coach: hire and ramp reps, enforce CRM and pipeline discipline, build channel-specific playbooks, personally pursue large commercial and national accounts, align marketing with sales, and provide forecasting and performance reporting to ownership.

Lead design and implementation of backend services and distributed systems for real-time AI automation. Build scalable, observable microservices, streaming data pipelines, and async event-driven architectures. Collaborate across frontend, product, and DevOps to ensure performance, reliability, and seamless integration at scale.

Own the support inbox for self-published authors, guide onboarding to first wins, maintain help docs and tutorials, handle billing/account questions, identify recurring friction and deliver prioritized product feedback, and build lightweight support processes to scale quality.

Lead the supply side of an early-stage two-sided marketplace: recruit and retain partner businesses and contributors across verticals and geographies, own geo rate cards, capacity forecasting, contributor experience (onboarding, payments, support), and partner with platform on self-serve tooling. Close partners directly and optimize pricing, economics, and systems for scale.

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 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 Enterprise product marketing: develop positioning and messaging, partner with Product/Sales/Marketing, run AI-enabled GTM experiments, conduct market research and competitive analysis, create enterprise collateral, support strategic deals and enablement, and iterate on campaigns to drive pipeline.

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.