Top Senior Sales Jobs in Madison, WI

Reposted 26 Days AgoSaved
Remote
Madison, WI
75K-90K Annually
Senior level
75K-90K Annually
Senior level
Healthtech • Insurance • Financial Services
Lead B2B workplace insurance growth by partnering with agencies and distribution partners. Design ICHRA and level-funded solutions, integrate enrollment/BenAdmin tech, bundle ancillary products, consult brokers/HR on ACA/HRA regulations, and expand distribution through affinity and agency partnerships.
Top Skills: BenadminCRMData ToolsEnrollment Technology Platforms
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
eCommerce • Information Technology • Software
The Sales Director will drive new business, manage client relationships, develop sales strategies, and collaborate with teams to create tailored solutions for enterprise clients.
Top Skills: MagentoSalesforce Commerce CloudShopify
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Other • Database
The Head of Sales will build and lead a sales team, design revenue strategies, and manage pipeline performance. Responsibilities include coaching reps, establishing metrics, and reporting to the CEO. The role focuses on creating a high-performing sales organization at a startup stage with a strong emphasis on team leadership and strategic planning.
Top Skills: AISaaS
Reposted 26 Days AgoSaved
Remote
Madison, WI
120K-150K Annually
Senior level
120K-150K Annually
Senior level
Insurance
Own the sales technology strategy and roadmap, integrating tools (ZoomInfo, Outreach, Seismic, intent platforms, AI) into seller workflows. Drive adoption, measure ROI, align sales and marketing data, lead vendor negotiations, and manage a Sales Technology Manager. Partner cross-functionally with Sales, Marketing, IT, Legal, and L&D to operationalize AI-enabled selling and link technology adoption to pipeline and revenue outcomes.
Top Skills: AICRMIntent Data PlatformsMiedgeOutreachSeismicZoominfo
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Logistics • Transportation • Travel
Drive and manage regional sales for PSI products across assigned Central US states. Grow new business and retain accounts with fleets, OEMs, and dealers; develop go-to-market strategies for telematics and inflation solutions; coordinate channel partners and internal teams to produce proposals, ROI analyses, and customer support; report market intelligence and represent PSI at industry associations.
Top Skills: ExcelMicrosoft PowerpointMicrosoft WordSalesforce CRMTelematics
Reposted 26 Days AgoSaved
Remote
Madison, WI
178K-222K Annually
Senior level
178K-222K Annually
Senior level
Healthtech
The Director of Sales and Marketing will drive commercial success for life science products, develop strategies, oversee sales operations, manage key accounts, and lead a high-performing team.
Top Skills: Data Analytics ToolsSalesforce
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Information Technology
Serve as a trusted technical seller for strategic accounts: lead technical discovery, shape requirements, design and run PoCs, provide AI governance and supply-chain security guidance, build champion relationships, and advocate customer needs to Product and Engineering to drive adoption and expansion.
Top Skills: Ai/MlAWSAzureContainersDevOpsDockerGCPOpinePolicy-As-CodeSalesforceSbomSigma
Reposted 26 Days AgoSaved
Remote
Madison, WI
192K-264K Annually
Senior level
192K-264K Annually
Senior level
AdTech • Marketing Tech
Build and lead StackAdapt's Mobile Sales Specialist organization, owning mobile revenue, pipeline, adoption, and expansion. Define go-to-market strategy, partner cross-functionally (Sales, Product, Marketing, Revenue Operations), influence product roadmap, hire and coach specialists, and develop scalable sales motions to integrate Mobile into broader omnichannel platform solutions.
Top Skills: AdjustAIApp MarketingAppsflyerAttributionBranchFirst-Party DataMobile MeasurementProgrammatic AdvertisingSingularSkadnetworkSkan
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Artificial Intelligence • Fintech • Information Technology • Machine Learning • Financial Services
Responsible for achieving customer acquisition and revenue growth, managing the sales cycle, and recruiting a successful sales team while reporting on sales forecasts.
Top Skills: Ai-Powered Order-To-Cash SolutionsFinancial Software SolutionsOrder To Cash SoftwareSaaS
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Consumer Web • Fintech • Productivity • Financial Services
Lead and scale the creator acquisition sales function: manage end-to-end pipeline from sourcing to close, run daily reporting and CRM hygiene, coach and develop the sales team, own systems, onboarding, SOPs, analytics, contracts, and hiring to hit conversion and close goals.
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Digital Media • News + Entertainment
The Director of Sales and Business Development will drive revenue growth through strategic sales processes, build client relationships, and oversee sales operations. Responsibilities include creating sales playbooks, negotiating deals, and forecasting revenue, while managing a team as the company scales.
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Big Data • Healthtech • Information Technology • Analytics
Sell Quest Analytics' SaaS solutions to national commercial health plans and payers. Identify and qualify prospects, present demos, draft proposals, manage and grow client relationships, collaborate with Product, and meet/exceed sales targets. Travel up to 30% and contribute to market intelligence and reporting.
Top Skills: SaaS
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Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Business Intelligence • Consulting
Drive revenue growth by selling Farlinium's services through Qualtrics, managing the sales cycle, and building customer relationships.
Top Skills: Qualtrics
Reposted 26 Days AgoSaved
Remote
Madison, WI
225K-350K Annually
Senior level
225K-350K Annually
Senior level
Insurance
Drive new business sales by building consultative partnerships with brokers, agents, and distributors for voluntary benefits. Prospect, manage pipeline, deliver presentations, influence RFPs, and expand accounts. Coordinate with internal teams (implementation, underwriting, marketing), use Salesforce for reporting and forecasting, monitor competitive landscape, and contribute to sales planning and product development.
Top Skills: Microsoft Office (ExcelPowerpoint)SalesforceWord
Reposted 26 Days AgoSaved
Remote
Madison, WI
225K-350K Annually
Senior level
225K-350K Annually
Senior level
Insurance
Drive new business sales for voluntary benefits by building consultative relationships with brokers, agents and distributors across Arizona and New Mexico. Manage pipeline, forecasts and reporting (Salesforce), collaborate with internal teams, deliver presentations, influence RFPs, and meet annual sales and growth objectives.
Top Skills: Microsoft Office SuiteSalesforce
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Artificial Intelligence • Software • Cybersecurity
The RVP will lead and scale the Enterprise Sales team, drive revenue growth, coach Account Executives, and manage strategic account plans.
Top Skills: AICybersecurity
Reposted 26 Days AgoSaved
In-Office or Remote
Madison, WI
Senior level
Senior level
Cloud • Software
The Partner Sales Director will build relationships with GSI partners, increase market share, and lead sales initiatives for Ubuntu-based solutions. Responsibilities include negotiating contracts, leading workshops, and engaging at all organizational levels.
Top Skills: Cloud TechnologiesLinuxOpenstack
Reposted 26 Days AgoSaved
In-Office or Remote
Madison, WI
20K-100K Annually
Senior level
20K-100K Annually
Senior level
Cloud • Software
The Senior Partner Sales Manager will build relationships with Global System Integrators, promote Ubuntu solutions, negotiate contracts, and lead partner sales initiatives while traveling up to 40%.
Top Skills: Cloud TechnologiesContainersLinuxOpenstackVirtualization
Reposted 26 Days AgoSaved
Remote or Hybrid
Madison, WI
104K-196K Annually
Senior level
104K-196K Annually
Senior level
Insurance
The Territory Sales Enablement Manager designs and manages programs that empower PEMCO's Community Agent channel, enhances agency capabilities, and drives growth through strategic initiatives and technology improvements.
Top Skills: Digital Tools/PlatformsMS Office
Reposted 26 Days AgoSaved
In-Office or Remote
Madison, WI
Senior level
Senior level
Cybersecurity
The Enterprise Sales Director will drive growth by developing relationships with enterprise customers in the Kansas and Missouri region, managing sales leads, and exceeding sales goals while leveraging cybersecurity expertise.
Top Skills: Active DirectoryAzure Ad
Reposted 26 Days AgoSaved
Remote
Madison, WI
Senior level
Senior level
Artificial Intelligence • Logistics • Transportation
Drive technical validation and demos for enterprise logistics customers by building quick integrations/prototypes, mapping data flows across TMS/WMS/CRM, partnering with Sales on proofs of concept, and feeding product insights back to engineering. Enable GTM with demo templates and briefings while shaping the Sales Engineering playbook for AI-driven automation and agent workflows.
Top Skills: APIsBrowser AutomationCRMJSONMakeMemory SystemsPostmanRagRetoolTmsVoice AiWmsZapier
Reposted 26 Days AgoSaved
In-Office or Remote
Madison, WI
178K-229K Annually
Senior level
178K-229K Annually
Senior level
Artificial Intelligence • Software • Automation
Lead and scale the West Coast enterprise sales motion: coach AEs, drive complex deal strategy and execution, run pipeline and forecast reviews, hire and grow the team, and collaborate cross-functionally to refine messaging and remove sales friction.
Top Skills: MeddicMeddpiccN8N
Reposted 26 Days AgoSaved
Remote
Madison, WI
50K-100K Annually
Senior level
50K-100K Annually
Senior level
Artificial Intelligence • Software
Manage the sales cycle, perform outbound sales activities, deliver presentations, maintain customer relationships, and achieve sales metrics.
Top Skills: CrmsExcelGmailGoogle DocsHubspotWord
Reposted 26 Days AgoSaved
Remote
Madison, WI
221K-228K Annually
Senior level
221K-228K Annually
Senior level
Artificial Intelligence • Software
As Director of Sales Engineering, you will lead and develop a team while collaborating on sales strategies, engaging customers, and optimizing processes to drive growth.
Top Skills: AWSGenerative AiTelephony Stack
Reposted 26 Days AgoSaved
Remote
Madison, WI
175K-297K Annually
Senior level
175K-297K Annually
Senior level
Healthtech • Information Technology • Telehealth
Lead an 11-person sales organization to drive bookings, revenue, pipeline generation, and account growth for athenaFlex healthcare SaaS products. Develop sales strategy, collaborate with Product/Marketing/Customer Success, manage forecasting and performance, optimize processes, coach the team, and use AI tools to improve productivity and decision-making.
Top Skills: Ai ToolsCrm PlatformsForecasting ToolsSaaS
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