Top Remote Jobs in Madison, WI

Develops and scales high-value construction projects and strategic accounts for Fieldwire. Identifies opportunities, builds senior stakeholder relationships, influences solution selection before procurement, and partners with regional enterprise sales teams to convert opportunities into revenue. Responsibilities include account planning, stakeholder mapping, market intelligence, strategic relationship management, and supporting complex multi-year deals across regions.

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.

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.

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.

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.

Designs, deploys, documents, monitors, and diagnoses cloud-based distributed services and client applications. Provides escalation support, supports AI-enabled software development, manages scaling and databases, maintains CI/CD environments, tests APIs, and monitors application releases and dependencies. The role collaborates across development and operations teams in a fast-moving product company.

Partners with Account Executives to support sales opportunities through technical expertise, customized solution design, product demonstrations, presentations, RFP responses, and prospect support. Maintains demo environments and knowledge resources, troubleshoots technical issues, documents customer requirements, and provides product feedback to Product Management. Also supports evaluations, customer escalations, and newer Solutions Engineers while managing multiple opportunities independently.

Leads strategic procurement and category management for SaaS, on-premises software, hardware, telecom, and IT services. Manages renewals, sourcing strategies, vendor relationships, VARs, contracts, SOWs, cost optimization, and compliance. Partners with IT, Security, Engineering, Finance, Legal, and executive stakeholders on negotiations, make-versus-buy decisions, total-cost analysis, and technology requirements. The role manages complex, high-volume sourcing activities in a fast-growth environment.