Top Tech Jobs & Startup Jobs in Chicago, IL

Own end-to-end payroll for the Americas, ensuring accurate semi-monthly and monthly runs, compliance with tax and wage laws, internal controls, ticket resolution, month-end accounting support, system integrations (Workday/ADP), process improvement, reporting, and mentoring payroll team members.

Design and develop AI capabilities and scalable microservices. Collaborate to integrate AI models and ensure performance in cloud environments.

Manage a portfolio of Guidewire InsuranceSuite customers to drive adoption, retention, expansion and advocacy. Build executive relationships, create account and success plans, lead renewals and negotiations, surface product feedback, collaborate cross-functionally, and mentor other CSMs. Measure success via ARR growth, retention, NPS/CSAT, and product penetration.

Support configuration, delivery, and integrity of proctored exams and related systems. Manage exam lifecycles, incidents, reporting, integrations (APIs/SSO), and provide tiered technical support. Contribute to content, psychometric analysis, and AI-assisted initiatives while maintaining documentation, access controls, and audit trails.

Lead innovation and strategy for Guidewire's Policy and Billing products by driving market strategy, managing a global team, and collaborating across functions to achieve business goals.

The Actuarial Consultant will lead predictive modeling and analyses for P&C insurance solutions, collaborating with clients and internal teams to translate insights into impactful business outcomes.

Drive adoption of Guidewire PricingCenter by engaging actuarial, underwriting, and pricing leaders to translate pricing models, rating algorithms, and workflows into solution proposals. Lead long enterprise sales cycles, collaborate with account, inside sales and product teams, represent Guidewire at industry events, and travel ~50% to support modernization engagements.

Lead design and develop technical, self-study product training for developer audiences. Create curriculum, interactive tutorials, labs, videos, assessments, and e-learning; drive content strategy, collaborate with PMs and SMEs, perform QA and audits, analyze learner data, and coach junior instructional designers.

The role involves leading early access projects, configuring Guidewire capabilities, collaborating with teams and customers, and creating adoption strategies using AI tools.