Top Tech Jobs & Startup Jobs in Chicago, IL

Manages commercial property and casualty insurance accounts by designing insurance programs, servicing clients, negotiating carrier terms, preparing proposals and applications, coordinating renewals and remarketing, and supporting producers. The role requires client education, premium allocation, regulatory awareness, workflow prioritization, and accurate transaction processing.

Manage end-to-end member billing operations, including refunds, credits, invoice validation, subscription cancellations, offboarding, disputes, and chargebacks in Stripe. Document recurring billing issues, maintain SOPs, identify errors and trends, and recommend process improvements. Partner with Finance, Operations, Sales, and Member Success to resolve billing questions and improve tools. This is a 12-month contract requiring strong judgment, clear communication, process discipline, and high-volume request management.

Manage enterprise customer accounts throughout the post-sale lifecycle, driving adoption, retention, renewals, and expansion. Develop success plans, conduct business reviews, lead onboarding and enablement, monitor customer health, and demonstrate measurable ROI. Build executive relationships, identify risks and growth opportunities, capture customer feedback, and collaborate cross-functionally with Sales, Product, Data, Marketing, and Support. Use Salesforce and customer success analytics to maintain account data and inform engagement strategies.

Reviews and investigates subrogation claims, evaluates liability and damages, identifies recovery opportunities, negotiates disputes, researches applicable laws, and manages claim files through resolution. The role communicates with carriers, clients, adjusters, attorneys, claimants, and other stakeholders while maintaining accurate documentation, meeting productivity and quality expectations, and complying with state regulations and industry practices.

Leads a major airborne communications modernization program, overseeing technical execution, cost, schedule, risk, contracts, customer relationships, aircraft modification, avionics integration, testing, certification, cybersecurity, logistics, and sustainment. Supervises multidisciplinary engineering and operational teams, subcontractors, and partners while managing government and international stakeholder engagement. Requires extensive aerospace or defense experience, aircraft integration expertise, and an active Secret clearance.

Lead the design, development, testing, deployment, and technical direction of scalable Python backend applications on AWS. Build REST APIs, microservices, event-driven architectures, and secure cloud-native solutions. Guide backend developers, establish engineering standards, review code, optimize databases and performance, and collaborate with architecture, product, DevOps, QA, security, and business teams. Drive CI/CD, automated testing, infrastructure automation, observability, production support, incident resolution, and financial-services security and compliance.

Conduct life insurance underwriting audits and complex case reviews, assess mortality and risk data, make decisions within an $8 million authority, and evaluate automated underwriting models. Partner with engineering, data science, actuarial, compliance, and customer experience teams to identify rule gaps, improve audit processes, and maintain underwriting accuracy as automated systems evolve.

Leads enterprise application development across Salesforce, NetSuite, billing, and integrated platforms. Designs and implements complex solutions, automates testing and workflows, performs incident analysis, improves architecture and integrations, and reduces technical debt. Acts as a subject matter expert, mentors engineers, reviews code, guides vendors, promotes DevOps and AI adoption, and supports strategic modernization initiatives.

The Senior Account Manager drives client satisfaction, retention, renewals, and revenue growth for health system accounts. Responsibilities include building executive relationships, developing consultative strategies, forecasting opportunities, managing campaigns, resolving escalations, negotiating contracts, launching accounts, and collaborating with sales, product, marketing, and leadership teams. The role focuses on patient acquisition, healthcare market development, performance optimization, and client value delivery.

Executes and oversees Klaviyo-based retention marketing implementations, including email and SMS campaigns, automated flows, segmentation, signup forms, migrations, integrations, QA, troubleshooting, and data mapping. The role supports Shopify e-commerce clients, establishes implementation standards, conducts audits, and provides technical enablement to retention teams.