Top Remote Jobs in Madison, WI

Gather and document business requirements, collaborate with insurance carrier stakeholders, define scope decisions, and translate requirements into technical specifications for engineering implementation. Organize complex product configuration datasets and support data-driven solutions during a six-month implementation engagement.

Lead AMP's multidisciplinary engineering organization to define and execute technology vision and roadmap. Responsible for scaling teams across hardware, software, AI, and infrastructure; driving product development, quality systems, and reliable deployments; partnering with execs and cross-functional teams on budgets, prioritization, and metrics; recruiting and mentoring leaders; and balancing short-term delivery with long-term investments to create business value.

Leads architectural decisions, web roadmap delivery, and API acquisition efforts. Partners with leadership on engineering roadmaps and technical feasibility, mentors engineers, promotes best practices, and guides scalable application development and project planning. The role requires engineering team management, Ruby on Rails experience, cloud application development, strong communication, and effective mentorship.

Own application security for backend services, APIs, cloud infrastructure, and edge systems handling financial transactions. Responsibilities include validating red-team findings, assigning severity, hardening services, implementing WAF and rate-limiting defenses, creating automated security configuration checks, expanding pull-request security gates, reviewing architectures, managing attack-surface coverage, and evaluating security tools. The role also partners with engineers and Security Operations to drive effective remediation.

Own the full enterprise sales cycle for Vibes Connect and RCS Studio, from prospecting and discovery through closing six-figure deals. Generate outbound pipeline, manage forecasts, conduct solution demonstrations, translate technical API and messaging capabilities into business value, and build relationships with enterprise brands. Track performance in HubSpot, collaborate with stakeholders, and consistently exceed sales targets in a remote, fast-paced environment.

Lead a team of software engineers building and scaling Spark’s broker productivity platform. Responsibilities include architecting full-stack solutions, guiding technical direction, reviewing code, managing infrastructure priorities, coordinating product planning, sequencing projects, coaching engineers, hiring, and ensuring reliable, high-quality delivery. The role balances hands-on engineering with people management and is fully remote within the United States.

Own and improve 15Five’s AWS and Kubernetes infrastructure, databases, CI/CD pipelines, observability, reliability, disaster recovery, security operations, and AI platform. The role includes incident leadership, on-call participation, infrastructure automation with Terraform and Ansible, PostgreSQL administration, access and secrets management, compliance support, and cross-functional project delivery. This remote position requires strong ownership, communication, and the ability to independently deliver infrastructure, security, reliability, and AI governance initiatives.

Own a territory and manage the complete outbound sales cycle for Adapt, an AI-powered dynamic pricing product. Prospect property management company leaders, deliver revenue business cases, run pilots, negotiate contracts, close deals, attend regional events, and relay customer feedback to product teams. The role is remote within a territory and requires regular travel. The successful candidate will help establish the sales process as the founding seller in the region.

Supports People Operations and IT logistics for a remote company, including equipment shipping and tracking, onboarding and offboarding coordination, HRIS and ATS data maintenance, documentation, timecard and I-9 support, and general administrative projects.

Own a product pod end to end, including discovery, strategy, roadmap, delivery, customer research, and business outcomes. Manage and coach two experienced Product Managers, align multiple pods around a unified product strategy, and lead platform work involving integrations, customer data architecture, workflows, and customer-facing experiences. The role also advances AI transformation across product, design, and engineering while partnering with executives, customers, agency teams, and technical stakeholders.