Top 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, recommend product changes, and communicate updates to stakeholders. Monitor bureau and state activity, support regulatory filings, answer contract-related inquiries, develop customer-facing language, and lead process improvements. The role requires cross-functional project management, strong analytical and communication skills, and experience interpreting insurance policy contracts.

Lead and grow a team of Customer and Community Success Managers, serve as executive sponsor for key clients, manage renewals/expansion, mitigate risks and escalations, oversee onboarding and adoption, and collaborate cross-functionally to scale processes and staff development.

The Program Manager II leads program management with responsibility for cost, schedule, and performance, ensuring successful outcomes through comprehensive planning and execution across cross-functional teams.

Lead full-cycle enterprise sales to exceed multi-million dollar quotas by architecting account plans, mapping complex customer IT architectures to Cloudflare reference architectures, managing cross-functional virtual teams, delivering accurate forecasts, negotiating large contracts, and driving customer digital transformation, adoption, retention, and expansion.

Leads complex tax engagements and strategic advisory services for construction clients, including contractors, developers, and related entities. Manages client relationships, tax planning, multi-state compliance, contract accounting, entity structuring, and tax-saving initiatives. Drives business development, engagement quality, profitability, and practice growth while mentoring tax professionals and collaborating across service lines.

Lead and manage a district government sales team (10-12 Account Managers) to grow $25–$50M in revenue. Drive opportunity development, customer retention, pricing strategy, cross-functional collaboration, performance management, coaching, and succession planning. Requires extensive travel (50–75%) within WI and MN and execution of local segment initiatives.

Lead go-to-market strategy for Construction & Trades secular shift across North America. Drive commercialization, build pipeline, engage issuer partners and channels, support negotiations and close deals. Coordinate cross-functionally (Finance, Sales, Marketing, Customer Delivery), track performance in SFDC, and create sales enablement and SMB growth strategies to shift legacy payments toward modern card-based solutions.

Facilitate business requirements gathering, document current and future processes, identify improvements across supply chain planning, and translate business needs into SAP-enabled solutions. Lead end-to-end testing and UAT, manage defects, validate master data and controls, and support training, documentation, and business readiness for ERP deployment.

Serves as the primary HR partner for operational teams, advising leaders on workforce planning, organizational effectiveness, succession, change management, and employee relations. Leads performance management, investigations, talent reviews, organizational design, workforce transformations, and policy compliance. Partners with Legal, Talent Acquisition, Compensation, Talent, DEI, and HRIS teams to align corporate HR strategy with operational execution and improve engagement, retention, and leadership capability.

Build and lead Tergar Schools’ major-donor fundraising function. Develop a strategy to secure at least $600,000 in recurring annual operating support and advance a $3.9 million capital campaign. Personally cultivate and close a portfolio of at least 50 major-donor prospects, manage foundation relationships, maintain CRM records, support executive and board fundraising, shape donor messaging, and supervise the Community Giving & Events Manager.