Top Tech Jobs & Startup Jobs in Chicago, IL

Manages commercial insurance accounts by designing coverage programs, preparing proposals and applications, coordinating renewals and remarketing, advising clients on coverage and audits, supporting producers, resolving issues, maintaining carrier relationships, and pursuing referrals. Provides mentoring to customer service representatives while ensuring accurate, timely transaction processing and compliance with agency standards.

Manages commercial property and casualty insurance accounts by designing insurance programs, preparing proposals and applications, renewing and remarketing policies, advising clients on coverage and audits, and supporting producers. The role maintains carrier relationships, resolves client concerns, ensures accurate documentation and timely transaction processing, and requires strong knowledge of insurance regulations, commercial coverage, and agency workflows.

Owns uptime, cloud infrastructure, CI/CD pipelines, Infrastructure as Code, shared Linux environments, and incident response for live client applications across Azure, AWS, and Cloudflare. Responsibilities include provisioning environments, managing secrets and identities, maintaining monitoring and reliability practices, supporting releases and database migrations, responding to production incidents, and leading post-incident reviews. The role requires strong Azure DevOps, Bicep or Terraform, Linux, AWS, Cloudflare, and observability experience.

Designs, develops, tests, troubleshoots, documents, and maintains software applications throughout the project lifecycle. Responsibilities include coding, database and system administration, performance testing, debugging, software upgrades, requirements documentation, user support, vendor coordination, and collaboration with analysts, administrators, and engineers. The role also provides guidance to junior development staff and supports cross-departmental projects.

Leads software development, QA, and DevOps for a digital insurance platform. Owns engineering roadmaps, delivery governance, architecture, code quality, security, testing, release reliability, and operational improvement. Manages and develops a small engineering team, partners with product and business stakeholders, evaluates technical risks, and guides responsible AI-assisted development. The role requires hands-on technical judgment across modern application architecture, Azure cloud services, CI/CD, automated testing, monitoring, and secure software delivery.

Leads the Captive Claims Department, supervising 8–10 employees and overseeing complex property and casualty claims. Develops claims strategies, manages reserves and resolution processes, monitors carrier and TPA performance, audits claim files, analyzes metrics and trends, supports clients with disputes, and drives workflow improvements. Requires frequent overnight travel and collaboration with clients, insurers, TPAs, attorneys, and claims professionals.

Coordinates group captive risk management activities, including claims reporting and tracking, loss run analysis, client report distribution, claim review scheduling, workshop and board meeting preparation, project tracking, internal audits, and administrative support for account management and loss control teams.

Provides senior analytical leadership across product areas by translating complex business needs into requirements, user stories, and acceptance criteria. Guides backlog prioritization, release activities, documentation standards, and requirements quality in Azure DevOps. Facilitates stakeholder reviews, resolves scope conflicts, advises product leadership on roadmap risks, and mentors business analysts. Collaborates with engineering and business stakeholders in an Agile/Scrum, Microsoft-based development environment.

Manages employee benefits client accounts, serving as the primary client and carrier contact. Responsibilities include handling service requests, preparing renewals and proposals, analyzing plan options, calculating premiums and payroll deductions, supporting open enrollment, processing carrier transitions, maintaining compliance with benefits regulations, and advising clients. The role also supports producers with new and renewal business while maintaining accurate account records and strong carrier relationships.

Manage employee benefits accounts, coordinate client and carrier workflows, support renewals and bids, conduct enrollment meetings, resolve claims and eligibility issues, and recommend benefit-plan changes. The role develops client relationships, coordinates third-party vendors, maintains compliance awareness, and supports sales and service activities. This is a remote Houston-based position requiring occasional travel to Richardson, Texas.