Top Tech Jobs & Startup Jobs in Chicago, IL

The Senior Accountant supports period-end close, journal entries, account reconciliations, variance analysis, financial reporting, SEC filing support, and audit activities. The role analyzes large data sets across multiple systems, validates financial information, ensures US GAAP compliance, supports system integrations, and implements process improvements. This hybrid position requires two to three days per week in the downtown Chicago office.

Leads catastrophe risk analytics for alternative risk transfer programs, managing modeling teams, RMS/AIR workflows, portfolio rollups, pricing, event response, vendor strategy, and data automation. Translates catastrophe model outputs into underwriting and reinsurance decisions while overseeing ETL pipelines, exposure data quality, advanced analytics, reporting, and cloud modernization using Azure Databricks and related technologies.

Manages insurance policy binding operations, including evaluating new business, renewals, endorsements, applications, inspections, cancellations, and renewals. Ensures accuracy, regulatory compliance, documentation quality, and timely policy issuance. Communicates with clients, supports underwriting workflows, mentors team members, identifies efficiency improvements, and collaborates with underwriting, support, and product teams. Requires substantial insurance or binding underwriting experience, with preferred Excess & Surplus lines and ConceptOne experience.

Supports daily operations of group captive insurance programs by coordinating with brokers, members, service providers, underwriting teams, and internal stakeholders. Reviews submissions, assists with proposal production, prepares renewal and board documentation, supports meetings, and helps collect premiums and reconcile financial records. The role requires strong organization, communication, analytical skills, attention to detail, and proficiency with Microsoft Office and Adobe Acrobat.

Manages executive support, complex calendars, travel, expenses, meetings, events, and employee experiences. Oversees onsite workplace operations, vendors, purchasing, facilities coordination, supplies, visitor access, and office resources for approximately 130 employees. Builds a welcoming workplace experience, coordinates leadership and employee gatherings, manages confidential information, resolves operational issues, and develops processes that improve efficiency and consistency. This is an onsite role requiring occasional early morning or evening availability.

Supports insurance clients by answering inquiries, explaining coverage and policy terms, assisting with policy updates and renewals, maintaining client records, and coordinating with underwriting and claims teams. Identifies cross-selling opportunities, educates clients on insurance matters, gathers feedback, and communicates through phone, email, and virtual meetings. Requires a bachelor’s degree; insurance or customer service experience and CISR certification are preferred.

The Senior Business Analyst gathers requirements, improves business processes, and supports digital solution implementation across complex projects. Responsibilities include stakeholder engagement, project documentation, communication planning, data analysis, user acceptance testing, Agile ceremonies, risk and milestone tracking, and leadership of project teams. The role also focuses on increasing solution adoption, scalability, efficiency, integration, and user satisfaction.

Lead and grow the Employee Benefits sales territory by setting strategy, expanding distribution, managing broker/MGA relationships, ensuring compliance, and achieving revenue and retention targets.

Analyze catastrophe risks (earthquakes, hurricanes, floods), build and maintain catastrophe risk models, use catastrophe modeling software, collaborate with underwriters and actuaries, monitor industry and regulatory trends, prepare reports for senior management, and participate in cross-functional teams to improve risk assessment and mitigation strategies.

Lead pricing strategy and actuarial processes for specialty insurance portfolios. Develop and enhance pricing methodologies, models, and rating algorithms. Partner with underwriting, product, and executive teams to price large and complex accounts, monitor portfolio performance, and recommend corrective actions. Use data analysis and predictive analytics to inform product design, delegated authority programs, and strategic planning. Provide leadership to actuarial teams and communicate pricing insights to stakeholders.