Top Tech Jobs & Startup Jobs in Chicago, IL

Owns complex property subrogation recovery efforts, including investigation, liability evaluation, evidence preservation, expert and litigation strategy, vendor and counsel oversight, negotiation, reserving, and reporting. The role also trains claims adjusters, identifies high-value recovery opportunities, manages multi-state legal considerations, and improves the broader recovery program in a remote environment.

Manage homeowner property claims from first notice of loss through resolution. Responsibilities include investigating losses, analyzing coverage, identifying fraud and subrogation opportunities, conducting virtual or field inspections, preparing Cotality or Xactimate estimates, documenting files, maintaining reserves, negotiating settlements, communicating with stakeholders, coordinating vendors, and supporting process improvements. The role requires active adjuster licensing, remote claims experience, strong customer service, and occasional extended CAT hours.

Manage independent agency partnerships across Massachusetts and Connecticut, driving premium growth, platform adoption, quoting and binding performance, and portfolio retention. Develop territory engagement plans, provide product training, coordinate sales and co-marketing strategies, analyze production and pipeline data, monitor risk indicators, and communicate market insights internally. Maintain agency activity in Salesforce while collaborating with Sales, Marketing, Underwriting, Product, and Service teams. Requires frequent travel within the assigned territory.

Leads sales coaching and field enablement for insurance distribution teams. Builds competency models, coaching systems, learning pathways, onboarding programs, assessment frameworks, and actionable sales development content. Partners with Sales Enablement, Marketing, Product, and Distribution Leadership on launches and agency onboarding. Manages and scales a coaching team while using agent feedback, competitive insights, and field observations to improve representative performance. Requires 30–50% travel.

Build and maintain Vue.js interfaces for Openly’s insurance platform, supporting agents and internal users. Responsibilities include implementing UX initiatives, developing administration interfaces, integrating REST and GraphQL APIs, simplifying technical designs, contributing to architectural decisions, testing applications, identifying technical risks, and collaborating across product and engineering teams.

Leads the strategy, technical direction, and delivery of insurance data science across pricing, underwriting, cost modeling, demand modeling, and growth. Oversees predictive modeling standards, model lifecycle governance, engineering collaboration, regulatory alignment, and production deployment. Builds and develops a high-performing data science organization while partnering with actuarial, product, underwriting, pricing, and executive leadership to connect analytical work with profitability and business outcomes.

Lead advanced analytics for countrywide insurance product programs: build dashboards and monitoring frameworks, conduct deep-dive analyses and predictive modeling, identify systemic process and data gaps, partner with product and cross-functional teams, and influence strategic decisions to improve growth, retention, and profitability.

Own state-level strategy and market performance for assigned regions, manage state filing and DOI relationships, collaborate with Technology and Operations on launches and rate reviews, analyze KPIs and profitability drivers, develop strategic recommendations and cost-benefit analyses, gather field market feedback, and contribute to product development, data evaluations, and competitive intelligence for homeowners/P&C insurance products.