Top Remote Senior Level Jobs in Madison, WI

Own end-to-end instructional content for Filigran Academy: design learning paths, courses, and certifications; manage SME collaboration, multimedia production, quality, LMS delivery, and metrics; apply instructional design principles; contribute to ILT and team standards; and leverage AI tools to optimize content workflows.

Own the end-to-end experience for healthcare professionals using ShiftKey’s marketplace, from discovering and accepting shifts through retention and repeat engagement. Define and report Professional Lifetime Value, develop retention strategies, improve reputation and discoverability, clarify earnings, and connect product decisions to unit economics. Partner closely with the facility-side product manager, finance, leadership, and distributed delivery teams.

Owns the tax reporting product lifecycle, including regulatory analysis, product requirements, roadmap development, agile delivery, testing, and annual tax-season execution. The role requires expertise in cost basis, IRS information reporting, withholding, FATCA, and securities taxation. It also involves client engagement, change-request management, cross-functional coordination, and support for compliant filings across multiple jurisdictions and reporting forms.

Lead full-cycle technical recruiting searches for PCT clients, partnering with founders and senior technical leaders. Build structured interview processes, conduct talent mapping and competitive analysis, develop innovative sourcing strategies, assess senior and staff-level technical candidates, and track pipeline metrics. Manage multiple searches autonomously while collaborating with technical sourcers and using recruiting technology and AI tools to improve outcomes.

Lead end-to-end talent acquisition and people operations for a remote, contractor-centric organization. Responsibilities include sourcing and closing candidates, managing interviews and test projects, optimizing recruiting channels, monitoring employer brand, reporting hiring metrics, designing scalable people systems, workforce planning, performance frameworks, onboarding, retention, contractor renewals, and leadership enablement.

Own Hint’s national experiential marketing calendar, leading events, festivals, sponsorships, activations, sampling, influencer experiences, and community events from concept through on-site execution. Manage budgets, vendors, agencies, production schedules, staffing, permits, logistics, and performance recaps. Identify and negotiate strategic partnerships that expand brand awareness and consumer reach, while coordinating with creative, social, PR, retail, sales, and e-commerce teams to deliver measurable business results.

Analyze marketing data to uncover acquisition, retention, funnel, and campaign insights. Build Tableau and Looker Studio dashboards, evaluate ad spend and marketing performance, support A/B testing, integrate and validate data from platforms such as Google Ads and GA4, and provide recommendations to marketing, product, and customer experience teams. The role also improves reporting workflows and translates complex analytical findings into actionable business guidance.

Partner with account executives and channel partners to identify customer data challenges, lead technical sales evaluations, and close or expand business. Design, develop, and deploy proofs of concept; deliver value-based demonstrations and executive presentations; and serve as the technical subject matter expert for query tuning, load testing, and real-time data architectures. Collaborate with Product and Engineering teams to relay customer feedback and shape future solutions.

Provide technically deep support to U.S. federal and public-sector customers using ClickHouse in government-authorized environments. Responsibilities include troubleshooting, deployment guidance, secure operational practices, documentation, federal proof-of-concepts, security questionnaires, and ATO-adjacent evaluations. The engineer partners with Product, Engineering, Security, and go-to-market teams while supporting cases through tickets, email, Slack, chat, and phone and meeting required SLAs.

Serve as Freshpaint’s first in-house legal leader, advising the CEO and cross-functional teams on commercial contracting, privacy, data protection, compliance, employment, corporate governance, financing, equity, and intellectual property. Build scalable legal templates, playbooks, workflows, and risk-management processes; negotiate customer, vendor, partner, and technology agreements; embed privacy-by-design practices; and manage outside counsel and legal spend.