Top Tech Jobs & Startup Jobs in Chicago, IL

Provides legal counsel to insurance underwriting profit centers on policy language, manuscript endorsements, coverage issues, product development, regulatory compliance, and transactional agreements. Advises on underwriting philosophy, legal and economic developments, business strategies, and broker or client negotiations. Supports underwriting training, compliance processes, product marketing, and service goals while managing complex insurance matters.

Conduct property loss control surveys and risk evaluations for high-hazard industries, including oil, petrochemical, chemical, power generation, and process facilities. Review fire protection systems, construction, process safety, and engineering controls; prepare reports; advise underwriters; and participate in client meetings and presentations. The role is primarily remote with approximately 25% regional overnight travel and requires independent work with clients, brokers, and underwriting teams.

Leads a commercial property and casualty underwriting support team within the Captive group. Oversees daily operations, application and renewal processing, workflow efficiency, quality assurance, and compliance with underwriting guidelines. Supports risk evaluation and strategy development, mentors staff, collaborates with claims, risk control, sales, brokers, agents, and clients, and reports on underwriting performance and trends. Analyzes data to identify improvements and inform management decisions.

Manages and grows a profitable portfolio of financial institution insurance risks across new and renewal business. Underwrites complex management liability exposures, including D&O, E&O, EPL, fiduciary, and crime and fidelity coverage. Evaluates governance, financial performance, capital structure, regulatory developments, and emerging risks. Leads client and broker strategy discussions, negotiates placements and renewals, maintains underwriting standards, develops relationships, supports product initiatives, and mentors team members.

Oversee third-party administrator and direct handling of primary and excess general liability claims. Responsibilities include coverage analysis, liability investigations, reserve evaluations, claim audits, site visits, litigation management, mediations, settlement negotiations, trial attendance, and loss reporting to underwriters, actuaries, and reinsurers. The role requires managing complex CGL coverage issues and property damage and bodily injury exposures across multiple jurisdictions.

Manages and grows a portfolio of public company Directors and Officers liability accounts across the Central Region. Responsibilities include underwriting middle-market and large-cap organizations, assessing SEC filings and financial performance, evaluating governance and risk practices, monitoring litigation and regulatory trends, negotiating complex placements and renewals, leading client and broker discussions, and mentoring team members. Expertise in D&O, Employment Practices Liability, and Fiduciary Liability insurance is required.

Supports property underwriters by entering submissions, preparing renewals, obtaining risk reports, conducting catastrophe analysis, and processing policies and endorsements. The role also performs premium entry and reconciliation, maintains underwriting reports, follows up with brokers for audit information, and uses risk and insurance software systems. Strong organization, communication, multitasking, and advanced Microsoft Excel and Word skills are required.

Lead and optimize operational processes for Casualty underwriting profit centers. Oversee workflows, SOPs, KPIs, quality assurance, resource allocation, and regulatory compliance. Drive automation and process-improvement projects with IT and vendors, provide analysis and reporting to leadership, support staff development, and partner with finance and underwriters to improve efficiency, accuracy, and profitability.

The analyst will research filing requirements, prepare and monitor P&C rate filings, communicate revisions, support compliance operations, and monitor regulations pertinent to assigned products.

Provide underwriting administrative support: maintain account clearance system and underwriting files; issue quotes/binders/policies; collect renewal information and prepare submissions; maintain business/renewal logs and monthly reports; assist underwriting staff with management reporting.