Top Remote Senior Level Jobs in Madison, WI

Manage personal auto insurance product forms, contracts, and initiatives. Conduct state-specific competitive intelligence, analyze coverage and regulatory information, develop recommendations, coordinate contract revisions, support regulatory filings, and communicate changes to stakeholders. Lead process improvements and collaborate cross-functionally on new product language and updates while ensuring compliance, quality, and customer-centric outcomes.

Manage tax compliance and advisory work, review tax returns, build client relationships, research tax matters, and mentor staff.

Lead CFO-level client advisory engagements, manage change initiatives, provide financial analysis, develop client budgets, and mentor staff.

Manage outsourced accounting services for healthcare clients by identifying operational needs, ensuring compliance, and fostering relationships with client executives. Train staff, analyze performance metrics, and improve operational efficiencies while maintaining timely accounting engagements.

Owns the vision, customer focus, and product backlog for a near-real-time data product. Prioritizes work based on business value, leads backlog grooming, communicates product direction, and partners with Scrum Masters and development teams to ensure delivery aligns with client requirements and business objectives.

Own the conversion of manual regression suites into automated tests for CAD-based desktop and Revit-integrated applications using T-Plan Robot. Design reusable test frameworks, execute and analyze automated tests, document defects, and maintain CI/CD integrations. Apply AI and LLM tools with validation workflows to improve test authoring and reliability. Collaborate with developers and product owners, track coverage and defect trends, and eventually expand automation frameworks and mentorship across other product teams.

Leads the HR technology strategy, roadmap, and HRIS team. Oversees UKG Pro, workforce management, benefits administration, system integrations, HR data infrastructure, security, governance, and reporting. Partners with IT, Data, Finance, Recruiting, Compensation, and People Operations on implementations, acquisitions, and technology initiatives. Establishes scalable processes and documentation while developing HRIS professionals and external partners.

Lead and mentor a software engineering squad while remaining hands-on with code reviews, design discussions, and occasional development. Own the software development lifecycle, drive sprint execution, remove blockers, ensure secure and high-quality delivery, and partner with product and engineering leadership. Support open-source contributors, communicate progress and risks, and guide engineers’ technical and professional growth.

Partners with account executives, customers, Customer Success, and Product to lead discovery, solution design, technical validation, business-case development, demonstrations, workshops, and trials. Translates customer objectives into Webflow solutions, communicates technical value, influences product direction, and supports multiple opportunities. The role requires consultative selling, strong storytelling and presentation skills, familiarity with APIs and web technologies, creative AI-assisted problem-solving, and up to 25% travel.

Manage cross-functional event projects from planning through execution, including timelines, budgets, dependencies, vendors, venues, promotional materials, and on-site logistics. Identify risks, resolve blockers, communicate status and run-of-shows, and improve event workflows. The role supports field marketing events, trade shows, sponsorships, virtual experiences, and multiple simultaneous initiatives while coordinating Marketing, Sales, and external partners.

Lead and develop the SRE team responsible for reliable, secure deployments across on-premises DoD and AWS environments. Own capacity planning, prioritization, reliability roadmaps, operational readiness, incident response, observability, and toil reduction. Coordinate delivery across engineering, security, and customer success teams while guiding infrastructure, automation, Kubernetes, CI/CD, networking, and application reliability decisions. Manage team performance, hiring, career development, on-call practices, postmortems, and stakeholder communication.

Leads enterprise data security and information governance by building data intake, catalog, marketplace, classification, lineage, and access-control programs. Translates privacy and security requirements into technical controls, self-service workflows, and governance documentation. Partners with Legal, InfoSec, engineering, product, and data teams to support compliant data use, AI/ML initiatives, and regulatory requirements including HIPAA, GDPR, and CCPA. Measures adoption, turnaround times, and governance maturity across a global SaaS organization.