Top Remote Senior Level Jobs in Madison, WI

Own Sumble’s growth engine across lifecycle marketing, referral loops, paid acquisition, GTM systems, website conversion, experimentation, and attribution. The role partners with product, engineering, sales, and RevOps to build automated growth systems, manage paid media budgets, improve funnel performance, prototype internal tools using company data and APIs, and establish a rigorous weekly testing and reporting cadence.

Supports FP&A cycles including budgeting, forecasting, variance analysis, headcount planning, and executive reporting. Conducts strategic analysis, develops predictive models, creates visualizations, and translates complex data into actionable recommendations. Partners with senior leaders and cross-functional teams, consolidates data across systems, automates reporting, builds scalable analytical frameworks, and promotes data-driven decision-making. The role also helps modernize finance operations through AI tools, dashboards, and continuous process improvement.

Serve as the legal expert throughout the sales cycle by leading prospect discovery, delivering tailored platform demonstrations, translating legal workflows into proof-of-concept plans, defining success criteria, and advising decision makers on AI capabilities. Partner with Sales and Customer Success to scope expansions and ensure clean handoffs to deployment teams. The role requires legal practice experience, an active or prior US bar membership, strong presentation skills, and familiarity with legal technology.

Own enterprise new-business sales across the US East Coast, including pipeline generation, discovery, qualification, product presentations, multi-stakeholder deal management, forecasting, negotiation, and closing complex six-figure SaaS contracts. Partner with Inside Sales and Pre-Sales teams while selling security, risk, compliance, data, or AI governance solutions to enterprise buyers.

The Director of Performance Marketing will own Flex’s performance marketing, paid acquisition, SEO, GEO, website optimization, attribution, and self-serve growth. The role includes improving CAC and channel ROI, building a marketing team, managing agencies, partnering with Sales, RevOps, Product, Brand, Legal, and Compliance, and leading acquisition, activation, conversion, lifecycle, launch, and content initiatives.

Leads the strategy, administration, governance, security, integrations, reporting, and optimization of the organization’s HR technology ecosystem. Manages UKG Pro and other HR platforms, oversees implementations and vendors, ensures data quality and compliance, supports critical systems, and delivers workforce insights. Leads and develops the HRIS team while partnering with HR, Payroll, IT, Finance, Compliance, and business stakeholders on technology improvements and change management.

Lead troubleshooting and resolution of complex application issues, manage incident and problem processes, document solutions, identify root causes, and collaborate with customers and internal teams. Maintain knowledge bases and troubleshooting guides, mentor support staff, contribute to continuous improvement, support AI-related projects, and validate software features before release. Requires application support experience, SQL expertise, software debugging skills, and knowledge of software architectures and performance, security, and compatibility issues.

The Enterprise Account Executive sells TraceGains solutions to multinational enterprise accounts with revenues exceeding $1 billion. Responsibilities include expanding named-account portfolios, building executive relationships, uncovering business needs, managing complex opportunities through discovery and contracting, negotiating commercial terms, presenting to senior audiences, and coordinating with legal, product, commercial, and delivery teams. The role is fully remote but requires regular domestic and international travel to customer sites and industry events.

Leads cross-functional M&A integration, diligence, sourcing, and post-deal projects. Develops project plans, budgets, timelines, communication strategies, escalation processes, and integration playbooks. Manages multiple high-stakes healthcare initiatives, coordinates functional teams, leads diligence calls, reports deal issues, and supports outreach to prospective provider organizations while partnering with senior leadership.

Develops and executes strategic account plans for large regional and multi-site customers. Manages accounts, drives profitable growth and retention, identifies and advances sales opportunities, negotiates pricing, and builds relationships with procurement, technical, and operational stakeholders. Uses Salesforce.com and pricing tools while collaborating with technical, operations, customer service, and marketing teams. Requires regular travel within an assigned territory and supports customer trials, technical discussions, and operational problem-solving.