Top Tech Jobs & Startup Jobs in Chicago, IL

Lead a book of medium/large Duck Creek OnDemand and OnPrem accounts as the primary customer advocate. Drive adoption, renewals, expansion, and NRR/GRR; coordinate between customers, SI partners, and internal teams; run governance, track support/defects, conduct lessons learned, produce success plans, mentor junior CSMs, and provide product feedback to engineering. Ensure customers adopt upgrades and realize value.

Design, model, and administer sales incentive and bonus plans using SAP Commissions. Perform financial modeling, calculate payouts, ensure regulatory compliance, audit plans, partner with HR/Payroll/Legal, and communicate with sales leadership and plan participants.

Design, build, and operate cloud infrastructure and internal developer tooling to scale a production SaaS platform. Improve performance, scalability, and security, integrate observability, build AI-assisted automation, support production debugging and incidents, and participate in on-call rotations while enabling strong developer experience and documentation.

Lead design and execution of Force Management's partner ecosystem and co-sell GTM motions. Build partner segmentation and playbooks, operationalize joint sales plays, own partner-sourced and partner-influenced pipeline metrics, maintain executive partner relationships, align cross-functionally with Sales/Marketing/RevOps/Product/Delivery, and launch partner-driven vertical and market expansion initiatives.

Lead and scale product design across multiple business units as a player-coach: set UX vision and standards, direct other designers, build and iterate products, manage executive stakeholders, and improve product development processes end-to-end.

Lead and conduct qualitative and quantitative user research and usability testing to generate insights that inform product and design decisions. Create personas, journey maps, prototypes (Figma), surveys, and presentations; collaborate with designers, product managers, and developers to prioritize and implement research-driven recommendations.

Lead Qompyl's strategic partnerships and broker relationships: evaluate providers, negotiate commercial terms, coordinate legal/compliance and technical integration, manage ongoing partner relations, and support market-entry planning for international expansion.

Lead and execute full-funnel B2B marketing: demand generation, lifecycle programs, lead generation, sales enablement, messaging/positioning, market monitoring, thought leadership, cross-functional GTM alignment, and marketing performance reporting and optimization.

Lead enterprise public-sector growth for MedeAnalytics by architecting go-to-market strategy across state Medicaid, MCOs, and health systems; close large multi-year ($10M+) deals; position AI-driven analytics and interoperability as decision infrastructure; navigate state procurement and funding cycles; build predictable pipeline, partnerships, and a repeatable state-entry playbook to drive scalable, margin-accretive public-sector revenue.

Create on-brand social content (static, motion, GIFs, stories, reels), email graphics, website banners and digital ads. Collaborate with Marketing, Social, and Creative teams, stay on top of trends, and use AI tools to drive engaging visuals.