Top Senior Sales Jobs in Madison, WI

Lead and develop a national B2B sales organization: manage quota-carrying AEs, coach through complex deals, drive pipeline/forecasting discipline, enablement, cross-functional alignment, participate in customer meetings and negotiations, and scale sales processes and playbooks.

Lead sales for the Northeast territory (CT, MA, RI, NH, ME, VT, NJ, NY, PA, DE) in the 1,000-9,999 life segment. Own a quarterly quota, develop and close complex deals, build and activate broker/consultant partnerships, win strategic Gold Advisor relationships, and shape regional territory strategy with partner roles.

Own revenue and quota for the Southwest territory (1,000-9,999 life segment). Build and manage broker, consultant, and employer partnerships, develop strategic advisor relationships, close complex deals independently, and shape regional territory strategy with cross-functional partners to drive adoption of Garner's healthcare solutions.

Lead and grow a Central-region mid-market sales organization targeting employers (50–9,999 lives). Manage Regional Directors and AEs, set and execute sales strategy, develop broker/partner relationships, hit revenue targets, collaborate cross-functionally, and ensure compliance. Coach and scale a high-performing team focused on measurable impact and adoption of AI-enabled tools.

Own quota and revenue for the Central region (IL, MN, IA, ND, SD, NE, KS, OK, MO, WI). Build and manage relationships with brokers, consultants, general agents, and employers in the 1,000–9,999 life segment. Close complex, cross-functional deals, activate and deepen high-producing partners, develop strategic advisor relationships, and shape territory strategy with partner roles and peers.

Lead revenue and partner development for the Mid-Central territory (MI, IN, OH, KY, MD, DC, VA, WV). Own quota, close complex cross-functional deals, build and activate broker/consultant relationships, develop strategic Gold Advisor accounts, and shape regional territory strategy with partner roles to grow sales in the 1,000-9,999 life segment.

Lead and scale West-region employer sales for mid-market accounts by managing Regional Directors and Account Executives, building broker partnerships, executing sales strategies, tracking performance, and ensuring compliance. Drive revenue growth, coach a high-performing team, and collaborate cross-functionally to meet company objectives.

Lead and manage Regional Directors and Account Executives across the East region to drive sales to mid-market employers (50–9,999 lives). Develop and execute sales strategies, build broker and partner relationships, identify new business, monitor performance, and collaborate cross-functionally to meet revenue targets while ensuring compliance and team accountability.

Lead and coach a virtual network of independent, licensed Medicare insurance agents to drive revenue growth, monitor performance, ensure CMS compliance, collaborate with cross-functional teams, and improve sales processes and customer experience.

Designs, builds, and runs a quarterly enablement engine for GTM: bootcamp curricula, facilitator-ready content, role-based learning paths, certifications, readiness assessments, and measurement to drive seller behavior and productivity.

Manage and engage dealerships across an assigned territory through regular in-person visits, mentorship, training, inventory and sales analysis, product launch support, and customer issue resolution to drive vehicle and parts sales, improve customer satisfaction, and meet monthly and yearly targets. Role requires heavy travel and close collaboration with dealer personnel and GM partners.

Design and deliver sales enablement programs and onboarding (30/60/90-day), create curriculum and training content, maintain learning resources, coordinate reinforcement, collaborate with Sales Leadership, Sales Operations, and SMEs, track sales effectiveness metrics, and support enablement initiatives to improve seller performance.

Lead acquisition and growth of publisher and advertiser partnerships for Zeta Actions. Develop sales strategy, negotiate commercial agreements, manage executive relationships, and optimize campaign performance with cross-functional teams to maximize revenue and partner lifetime value.

Lead technical sales cycles for enterprise AI agent deployments: discovery, solution design, demos, POVs, and technical close. Advise on agentic stacks (Databricks, Snowflake), design POVs with success criteria, build technical champions, run architecture reviews, and align technical strategy with commercial goals to drive revenue growth.

Lead and develop an enterprise sales team to acquire, grow, and retain health system customers. Build commercial strategy, coach sellers on account planning and negotiations, drive data-informed revenue growth, recruit and retain sales talent, and align cross-functional teams to scale repeatable processes and improve customer outcomes.

Lead and influence dealers in Interior B.C. to achieve retail sales and market share, improve vehicle order coverage, enhance customer satisfaction and retail experience, and drive adjacency revenue (accessories, service, OnStar, leasing). Deploy district and dealer action plans, analyze data and dealership reports, provide training, visit dealerships regularly, and support resolution of customer complaints.

Lead and grow a US-based SDR team to generate and qualify SME-to-growth pipeline, hire and coach SDRs, implement handoff processes, enforce quality control, and align with AEs to meet pipeline and sales metrics.

Lead and scale a team of Key & Enterprise Account Executives across US Travel, New Markets, and Canada. Drive GTM strategy, executive stakeholder management, complex deal negotiation, cross-functional deal orchestration, forecasting rigor, and post-close launch/expansion. Recruit, coach, and hold the team accountable while traveling regularly to accelerate deals and represent Affirm at industry events.

Hunter-style senior SaaS sales role to build and own a pipeline for a new workers' compensation predictive analytics product. Lead full sales cycle—discovery, demos, proposals, closing—selling into carriers, TPAs, brokers, MGAs, and self-insured employers. Partner with product and customer success, provide market feedback, and exceed annual sales targets.

Lead technical presales for Narmi's commercial banking platform: assess prospect needs, deliver tailored demos, map product solutions, coordinate with product/implementation/customer success, manage multiple enterprise deals, and use technical knowledge to demonstrate business value and close sales.

Design, package, and manage partner sales plays and joint offerings; enable field and partner sellers with assets and training; define KPIs and build dashboards; recommend incentive structures; prioritize and iterate plays to drive partner-sourced pipeline and revenue.

Partner with sales to lead technical evaluations for enterprise prospects: run demos, proofs-of-concept, architecture and security reviews, and drive deployments. Advise stakeholders from data teams to C-level, inform product roadmap with prospect feedback, create demo content, and occasionally travel for on-site demos and events.

Lead a 70+ person inside sales organization, owning strategy and execution for new sales, renewals, and win-backs. Drive revenue targets, forecasting, analytics-driven process improvement, cross-functional campaigns, tooling/automation with Technology, and talent development to scale a high-volume, short-cycle fintech sales operation.

The Channel Leader drives Zerigo Health's channel strategy through partner relationships, facilitating sales, managing account health, and ensuring growth.

Lead go-to-market and direct/indirect sales to health plans, TPAs, and strategic partners. Own strategy, close complex reseller and embedded deals, manage cross-functional stakeholder sales cycles, inform product roadmap, and meet/exceed revenue and pipeline targets.