Top Tech Jobs & Startup Jobs in Chicago, IL

Own the vision, roadmap, and delivery for invoicing and payments within post-sale transaction services. Define invoice, payment allocation, refund, reconciliation, and correction logic; translate financial and operational requirements into product specifications; and partner with engineering, FinOps, finance, operations, and customer service. Monitor post-release accuracy, payment matching, and reconciliation outcomes while supporting agile delivery activities.

Lead modernization of legacy systems to cloud-native applications, focusing on .NET technologies. Mentor engineers and enforce coding standards. Collaborate with teams to meet operational requirements.

Supports indirect and property tax compliance across multiple jurisdictions by preparing and reconciling tax reports, supporting filings and audits, researching tax notices, coordinating with authorities and internal partners, analyzing discrepancies, maintaining tax calendars, and improving recurring workflows. The role requires strong Excel skills, organization, attention to detail, and 1–2 years of accounting, finance, tax, or related compliance experience.

Owns the vision, strategy, roadmap, and delivery of vehicle intake and assignment products for insurance carriers and providers. The role improves upstream marketplace experiences through earlier, lower-touch, prediction-driven routing that reduces cycle time, costs, and risk. Responsibilities include customer and competitor research, product definition, KPI management, business-case development, stakeholder collaboration, and representing carrier needs across Product, Engineering, Design, Data, and Operations.

Provides hands-on technical leadership modernizing legacy .NET systems into scalable, cloud-native applications. Designs APIs, modular services, data-access patterns, and resilient architectures for high-volume operational workflows. Leads technical discovery, improves observability, security, performance, and maintainability, and mentors engineers through design and code reviews. Collaborates with Product, Architecture, Infrastructure, Security, Data, and Operations teams to deliver reliable, compliant solutions.

Process and reconcile accounts payable transactions: receive, review, code, and input invoices; research and resolve unpaid invoices; print and distribute payments; respond to vendor and staff inquiries; maintain AP records and follow up on incomplete documentation.

Design, develop, maintain, and operate components across a .NET microservices e-commerce platform. Translate requirements into technical solutions, contribute to planning, write tests, conduct code reviews, support production incidents, and collaborate across engineering teams. Use Azure, React, databases, Docker, REST APIs, and AI-assisted development tools to deliver reliable software.

Supports recurring sales compensation administration, commission calculations, payout preparation, exception tracking, data validation, reporting, and ICM system updates. The role maintains compensation data and documentation, researches routine stakeholder questions, validates reports and calculations, supports incentive expense estimates, and escalates complex plan or governance issues. It also contributes to process improvements, testing, data quality, and timely completion of high-volume compensation cycles.

Supports recurring sales compensation administration, commission calculations, payout preparation, exception tracking, data validation, reporting, and ICM system updates. Maintains compensation data, reports, documentation, and standard procedures while researching routine stakeholder questions and escalating complex issues. Partners with Finance/FP&A on incentive expense estimates and supports testing, process improvements, data quality cleanup, and high-volume compensation cycles.

Manages and grows strategically important customer accounts by selling products and services, expanding revenue, retaining relationships, meeting sales quotas, and engaging executive stakeholders. Coordinates internal and external resources, tracks opportunities and contracts, documents sales activity in Salesforce, communicates progress to leadership, and represents the company at professional groups and trade shows.