Top Remote Senior Level Jobs in Madison, WI

Own end-to-end UI/UX for Headstarter's consumer and B2B products, create user flows, wireframes, high-fidelity designs and a cohesive design system, collaborate with founders and engineers, iterate on feedback and data to drive product and hiring outcomes.

Own the architecture and delivery of major backend services and long-term engineering initiatives. Design scalable, dependable transaction-heavy systems, write technical proposals, assess business impact, and collaborate with product teams. Use and validate AI coding tools, coach engineers, and contribute to the technical roadmap. The role requires expertise in Node.js, TypeScript, distributed systems, and message brokers, with remote work from the US or Canada.

Leads architecture and development of scalable, dependable platform features from concept through release. Creates technical design proposals, evaluates business impacts, uses and validates AI-assisted code, coaches engineers, contributes to technical roadmaps, and partners with product teams to align engineering work with business needs.

Own the full enterprise sales cycle from outbound prospecting through close, targeting banks and large fintechs. Build strategic account pipelines, develop relationships with senior decision-makers, navigate procurement, legal, compliance, and technical stakeholders, and close complex deals. Partner with the founder on go-to-market strategy, positioning, sales collateral, and customer materials while representing the company at industry events.

Design, develop, and improve scalable software for an investment platform. Lead software development across the lifecycle, mentor junior engineers, solve complex technical problems, maintain code quality through testing and reviews, and recommend technology enhancements. The role is remote in the USA with four in-person retreats annually.

Plaintiff-side litigation attorney responsible for managing high-volume mass arbitration campaigns, including case evaluation, pre-suit demands, filings, claimant communications, settlement negotiations, and co-counsel coordination. The role also develops scalable case evaluation processes, validates consumer protection and privacy theories, reviews legal materials, and serves as the internal authority on litigation strategy. Experience with legal technology, AI, and automation is required.

Provide executive support (inbox triage, calendar management, meeting prep, travel logistics) while coordinating CMS publishing, content workflows, design liaison, project trackers, and client communications. Maintain content calendars, perform light editing/proofreading, compile analytics snapshots, and ensure timely delivery across editorial and client campaigns.

Develop and maintain PowerUp Sports’ software platform, build and release new features, integrate technologies, optimize PHP applications on Azure, manage SQL Server databases, participate in code reviews, mentor junior developers, and support scalable, reliable architecture.

Leads and develops Savvy’s Strategic Growth Managers, driving revenue performance, sales strategy, forecasting, pipeline health, hiring, coaching, and accountability. Partners with executive, marketing, SDR, product, and operations teams to improve acquisition and conversion. Supports complex negotiations, refines sales playbooks, and advises leadership on growth initiatives in a fast-paced, high-growth environment.

Own the full enterprise sales cycle for GoodShip’s freight orchestration platform, from prospecting and qualification through complex multi-stakeholder negotiations and closing. Build pipeline among shippers, carriers, brokers, and logistics organizations; develop business cases, deliver tailored demos, navigate procurement and executive approval, and close multi-six-figure SaaS deals. Partner with Solutions, Product, Customer Success, and leadership to ensure successful handoffs and provide market insights that inform go-to-market strategy.

Senior .NET Software Engineer responsible for end-to-end software development using Microsoft technologies. Requires extensive experience in SDLC, design principles, technical documentation, web application development with .NET, Agile/SCRUM, Entity Framework, database design, and version control. Familiarity with project tools JIRA, TEMPO, Bitbucket, and Confluence preferred.