Top Tech Jobs & Startup Jobs in Chicago, IL

Configure and customize Guidewire InsuranceNow, develop integrations and custom code, troubleshoot Java runtime and logs, implement APIs/microservices, demo functionality, perform peer code reviews, and collaborate with cross-functional teams to deliver implementations.

Lead architecture and delivery of enterprise data transformation on the Guidewire Data Platform. Drive design, ingestion/egress, migration performance, and AI-enabled tooling. Facilitate inception and design review sessions, mentor teams, coordinate with partners, and ensure successful data platform adoption and repeatable delivery practices while spending significant time on customer sites.

Manage AP operations for the AMER region including expense report auditing, vendor onboarding, global corporate card administration, vendor master maintenance, month-end support, SOP creation, SOX compliance, and process improvement using Oracle Fusion, Concur, Coupa, Excel, and related tools.

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 month-end close and general ledger accounting for compensation, payroll, benefits, accruals, allocations, and reconciliations. Prepare journal entries, review staff work, partner with payroll/benefits and international accountants, support audits and SEC schedules, and improve accounting systems and processes.

Manage day-to-day administration of AMER employee benefits (health, retirement, life, disability, voluntary benefits), oversee compliance (ACA, 5500, PCORI, Medicare Part D), liaise with vendors, provide employee support, assist with enrollment/qualifying events, maintain benefits content, support data analysis, and drive process improvements.

Lead AMER talent attraction for Product Development, GTM, and Corporate functions by defining strategy, building AI‑enabled, data‑driven recruiting processes, growing and coaching regional TA teams, partnering with business and HR stakeholders, improving candidate experience, and owning analytics, employer brand, compliance, and location strategy to scale hiring across AMER and EMEA.

Own a defined BillingCenter area end-to-end: discovery, specs, delivery, launch, and adoption. Partner with carriers, engineering, and design; shape roadmap; coordinate across Guidewire suite; define success metrics and measure outcomes for billing, payments, and integrations.

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.

The role involves defining and refining Guidewire's AI narrative, crafting audience-specific messages, leading competitive positioning, and creating technical marketing assets to convey the value of AI-driven solutions in the P&C insurance sector.