Top Tech Jobs & Startup Jobs in Chicago, IL

The AVP, Data Engineer designs and develops data ingestion, transformation, and pipeline solutions for enterprise data platforms. Responsibilities include translating requirements into technical designs, developing SQL with dbt and pipelines with Dagster, debugging production issues, supporting testing, and communicating project status. The role also mentors engineers, conducts code reviews, promotes engineering best practices, and balances hands-on development with technical leadership.

Leads enterprise technology enablement and transformation initiatives across underwriting, operations, actuarial, finance, and technology. Establishes project intake and governance frameworks, facilitates executive steering committees, manages system integrations and operational platforms, translates business and technical requirements, oversees data stewardship, redesigns future-state workflows, and leads distributed onshore and offshore teams. The role drives technology roadmaps, business adoption, scalability, and alignment across functional areas.

Lead marketing and communications for Vantage’s Insurance segment. Set marketing strategy, connect campaigns to underwriting results, create broker-facing content, manage email programs, support CRM implementation, develop event and sponsorship strategy, and oversee branded promotional materials. Partner closely with underwriting, distribution, brokers, and senior leadership to strengthen the Insurance business’s brand, communications, and sales enablement efforts.

Provides corporate legal counsel across governance, contracts, regulatory compliance, privacy, cybersecurity, employment, tax, technology, vendor management, and insurance operations. Responsibilities include supporting boards and shareholders, reviewing audit materials, managing vendor contracts, advising on transactions and M&A, preparing regulatory filings, developing compliance programs, and guiding risk management. The role requires practical business advice, strong legal analysis, leadership, negotiation, communication, and 10–15 years of counsel experience, ideally in insurance or reinsurance.

Manages execution of ceded reinsurance programs, coordinating with brokers, business units, finance, legal, and other stakeholders. Responsibilities include reviewing policy terms and claims processes, supporting reinsurance placement and negotiations, ensuring regulatory compliance, maintaining documentation, preparing reports, and improving operational processes. The role requires strong reinsurance expertise, analytical ability, communication skills, and proficiency with Microsoft Office.

Supports insurance financial data analysis, source-to-target reconciliation, data conversions, reference data maintenance, and financial close activities. Validates premium calculations, investigates variances, supports General Ledger reporting, and documents audit and SOX evidence. Owns business and technical stories, manages development backlogs, coordinates testing and releases, and partners with finance, developers, QA teams, project managers, and senior leaders to deliver data and systems enhancements.

Supports insurance underwriting operations through recurring submissions and work-transfer reporting, workflow mapping, process documentation, QBR preparation, SharePoint maintenance, and ad hoc analysis. The role collaborates across business units, maintains accurate operational records, provides mailroom backup, and supports process consistency and improvement. Strong Excel, PowerPoint, documentation, communication, and organizational skills are required.

Leads enterprise tax strategy, compliance, planning, and accounting for a specialty reinsurance organization. Oversees federal, state, local, premium, international, and transfer-pricing matters; tax provisions, accruals, reconciliations, audits, and regulatory filings. Partners with accounting, legal, treasury, parent-company teams, and external advisors while managing tax research, process documentation, and tax-related financial calculations. Requires substantial P&C insurance tax experience, leadership capability, and strong collaboration skills.

Underwrites new and renewal Financial Institutions business, evaluates complex risks and transactions, manages compliance and documentation, develops broker and client relationships, drives profitable portfolio growth, and mentors junior underwriters. The role also collaborates with internal and external partners, maintains service standards, and supports innovative insurance product solutions in a data-driven specialty reinsurance environment.