Top Remote Sales Jobs in Madison, WI

22 Days AgoSaved
Remote
Remote Madison, WI
Junior
Junior
Information Technology • Software • Cybersecurity • Automation
Serve as the first SDR for the US sales team, building enterprise target-account lists and outbound processes from scratch. Engage CISOs and security leaders through multichannel outreach, qualify inbound and outbound opportunities, conduct discovery, and establish lead qualification standards. Develop sequences, messaging, scripts, CRM processes, dashboards, and a repeatable SDR playbook. Use AI for research and personalization, evaluate sales tools, maintain data quality, and relay market feedback to Product and Marketing.
Top Skills: AICRMCybersecurityDashboardsData EnrichmentEmailLinkedInVulnerability Remediation
22 Days AgoSaved
Remote
Remote Madison, WI
Entry level
Entry level
Artificial Intelligence • Cybersecurity
Own enterprise sales across the Southeast, targeting payments, fintech, logistics, healthcare, and other large enterprises. Manage the full sales cycle from prospecting through negotiation and close, engage CISOs and security leaders, convert pilots into multi-year agreements, expand customer accounts, and help shape positioning, pricing, and sales processes. Requires strong cybersecurity fluency, executive presence, an established regional network, and experience selling complex enterprise deals.
Top Skills: AIAutonomous Red TeamingPenetration Testing
22 Days AgoSaved
Remote
Remote Madison, WI
Entry level
Entry level
Artificial Intelligence • Cybersecurity
Own enterprise sales across Texas, Oklahoma, Louisiana, and Arkansas, driving the full sales cycle from prospecting through negotiation and close. Build relationships with CISOs and security leaders, sell autonomous red-teaming solutions, convert pilots into multi-year agreements, expand customer accounts, and help refine the company’s positioning, pricing, and sales playbook.
Top Skills: Artificial IntelligenceAutonomous Red TeamingPenetration Testing
22 Days AgoSaved
Remote
Remote Madison, WI
Entry level
Entry level
Artificial Intelligence • Cybersecurity
Own the Southwest enterprise sales territory, driving full-cycle six- and seven-figure cybersecurity deals from prospecting through close. Build relationships with CISOs and security leaders, convert pilots into multi-year agreements, expand customer accounts, and develop territory sales strategy, positioning, pricing, and playbooks. The role requires strong enterprise sales performance, cybersecurity fluency, executive presence, and an established network among Southern California security buyers.
Top Skills: AIAutonomous Red TeamingCybersecurityOffensive SecurityPenetration Testing
22 Days AgoSaved
Remote
Remote Madison, WI
Entry level
Entry level
Artificial Intelligence • Cybersecurity
Own the New England enterprise territory from Boston, selling complex cybersecurity solutions to security leaders across major industries. Manage full-cycle enterprise deals, build pipeline through outbound and executive networks, convert pilots into multi-year agreements, expand customer accounts, and help shape early-stage positioning, pricing, and sales processes.
Top Skills: Artificial IntelligenceAutonomous Red TeamingCybersecurityOffensive SecurityPenetration Testing
22 Days AgoSaved
Remote
Remote Madison, WI
Entry level
Entry level
Artificial Intelligence • Cybersecurity
Own and grow Armadin’s New York City enterprise territory, targeting major financial services, insurance, media, and Fortune 500 organizations. Drive full-cycle sales from outbound prospecting through negotiation and close, selling autonomous red-teaming solutions to CISOs and security leaders. Convert pilots into multi-year agreements, expand customer accounts, and help shape positioning, pricing, and sales processes in an early-stage environment.
Top Skills: Artificial IntelligenceAutonomous Red TeamingCybersecurityOffensive SecurityPenetration Testing
22 Days AgoSaved
Remote
Remote Madison, WI
142K-164K Annually
Senior level
142K-164K Annually
Senior level
Edtech • Information Technology
Lead and grow the Parchment regional sales team, exceed revenue targets, expand market share, and drive customer acquisition. Develop sales strategies, coach high-performing teams, manage executive relationships, forecast performance, and partner with marketing, customer success, and product on go-to-market execution. Represent the company at industry events and promote its values.
Top Skills: GongSalesforce
22 Days AgoSaved
Remote
Remote Madison, WI
Junior
Junior
Artificial Intelligence • Big Data • Software • Analytics
Generate top-of-funnel pipeline through inbound and outbound prospecting across email, phone, social, and video. Research prospects, personalize outreach, qualify leads, and schedule high-quality meetings for Account Executives. Collaborate with Marketing, RevOps, and Sales on messaging, lead scoring, ABM campaigns, and repeatable outreach processes. Use CRM, prospecting, sequencing, AI, and data tools to optimize conversion rates and support the development of Dovetail’s SDR function.
Top Skills: ApolloClayDovetailHubspotMixmaxOutreachSales NavigatorSalesforce
Reposted One Month AgoSaved
Remote
Remote Madison, WI
252K-403K Annually
Expert/Leader
252K-403K Annually
Expert/Leader
Cloud • Fintech • Food • Information Technology • Software • Hospitality
Lead strategy and execution for enterprise and mid-market GTM across multi-unit restaurant brands. Drive C-suite engagements, modernize sales motions, scale AI-powered forecasting, partner with Product/Engineering, and represent Toast in industry forums to win large, complex contracts.
Top Skills: AIMachine LearningPredictive Forecasting ToolsSales Technology Stacks
One Month AgoSaved
Remote
Remote Madison, WI
450K-550K Annually
Expert/Leader
450K-550K Annually
Expert/Leader
Fintech • Information Technology • Software
Lead and scale strategic enterprise sales to win large, multi-stakeholder customers and expand into new industries. Build and coach a high-performing strategic sales team, recruit lighthouse customers, drive go-to-market strategy, collaborate with Product/Marketing/Partnerships, influence product roadmap, and represent SentiLink at executive briefings and industry events to create repeatable, scalable sales motions.
22 Days AgoSaved
Remote
Remote Madison, WI
Junior
Junior
Automotive
Supports Revenue Operations by improving sales processes, monitoring Salesforce adoption and data quality, troubleshooting sales technology issues, documenting procedures, supporting tool implementations, and building reports and dashboards. The role collaborates with sales leadership and revenue teams to improve workflows, surface pipeline insights, maintain CRM integrity, and enable sales representatives.
Top Skills: Chili PiperGongOutreachSalesforce
23 Days AgoSaved
Remote
Remote Madison, WI
Senior level
Senior level
Artificial Intelligence • Software • Travel • Analytics
Own AgentSee’s sales and go-to-market strategy as the first dedicated sales leader. Personally close early enterprise opportunities, refine the ideal customer profile, positioning, pricing, packaging, and sales process, and translate AI capabilities into measurable business value. Build repeatable sales operations and playbooks, provide market feedback to Product and Engineering, and eventually hire and lead the AgentSee sales organization.
Top Skills: AIAutomationData AnalyticsMachine LearningSaaSWorkflow Technology
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Reposted One Month AgoSaved
Remote
Remote Madison, WI
180K-280K Annually
Mid level
180K-280K Annually
Mid level
Artificial Intelligence • Marketing Tech • Software
Serve as the technical and domain lead for enterprise pre-sales: run discovery, build tailored demos, support evaluations, respond to RFPs/security questionnaires, create reusable sales assets, and feed customer insights to Product and Marketing. Help build the Sales Engineering function and partner closely with AEs and leadership across regulated industries.
Top Skills: AIAPIsChromeFigmaGoogle DocsHubspotJIRASalesforce
Reposted One Month AgoSaved
Remote or Hybrid
Remote Madison, WI
Senior level
Senior level
Big Data • Marketing Tech • Sales • Software • Analytics • Big Data Analytics
Lead new business sales for North America by building a pipeline, prospecting and closing clients, meeting quarterly targets, delivering product demos, maintaining forecasts, and collaborating with cross-functional teams to grow a profitable market research SaaS business.
Top Skills: CRMExcelMs WordNetSuitePipedriveSalesforce
Reposted One Month AgoSaved
Remote
Remote Madison, WI
90K-125K Annually
Mid level
90K-125K Annually
Mid level
Aerospace • Hardware • Internet of Things • Robotics • Wearables • App development • Automation
The Sales Engineer role involves guiding integration of advanced wireless networking solutions for unmanned systems, addressing technical challenges, and ensuring successful deployments while maintaining CRM documentation and customer relations.
Top Skills: AntennasHubspotMesh NetworkingNetworkingRf PropagationTcp/Ip
Reposted One Month AgoSaved
Remote
Remote Madison, WI
125K-160K Annually
Senior level
125K-160K Annually
Senior level
Aerospace • Hardware • Internet of Things • Robotics • Wearables • App development • Automation
The Director of Sales will drive revenue growth by pursuing new high-value drone OEM accounts, managing customer relationships, and overseeing complex commercial negotiations.
Top Skills: RfWireless Communications
24 Days AgoSaved
Remote
Remote Madison, WI
200K-333K Annually
Expert/Leader
200K-333K Annually
Expert/Leader
Automation • Manufacturing
Leads Re:Build Manufacturing’s U.S. government strategy and sales efforts across defense, energy, and industrial-base ecosystems. Develops federal opportunities, builds relationships with agencies, Congress, defense primes, and industry, shapes Washington policy positioning, and translates government priorities into funded commercial opportunities and internal investment decisions. Requires deep federal networks, defense-market expertise, acquisition and industrial-base policy fluency, and senior-level business development or government experience.
24 Days AgoSaved
Remote or Hybrid
Remote Madison, WI
Mid level
Mid level
Digital Media • Sports • Esports
Build and present technical proofs of concept for sales opportunities, create scripts and integrations to demonstrate platform capabilities, and translate customer requirements into viable solutions. Partner with Sales, Product, and R&D teams to validate feasibility, support implementations through production, communicate with technical and executive stakeholders, and turn successful deployments into reusable sales assets.
Top Skills: Ai-Enabled Video SystemsAPIsB2B Saas IntegrationsCloud ComputingData FeedsReal-Time VideoScriptingVideo Streaming Pipelines
Reposted One Month AgoSaved
Easy Apply
Remote or Hybrid
Remote Madison, WI
Easy Apply
130K-165K Annually
Mid level
130K-165K Annually
Mid level
Food • Software
Lead and coach a team of ~10 Territory Managers to drive high-velocity SMB restaurant acquisition. Drive predictable revenue, forecast accuracy, pipeline discipline, in-person coaching and co-selling, hiring and onboarding, collaboration with Enablement and RevOps, and personally contribute to selling when needed.
Top Skills: Salesforce
Reposted 25 Days AgoSaved
Remote
Remote Madison, WI
Entry level
Entry level
Industrial • Manufacturing
Remote commission-based sales role to find, engage, and close clients for game servers, web hosting, VPS, dedicated servers, colocation, and reseller hosting. Maintain client notes, hand off to support, and stay active in Discord. Self-driven, relationship-focused work with recurring and tiered commissions.
Top Skills: ColocationDedicated ServersDiscordDomainsGame ServersReseller HostingVpsWeb Hosting
25 Days AgoSaved
Remote
Remote Madison, WI
Junior
Junior
Edtech • Software
Own and grow a regional portfolio of college and university accounts. Prospect professors and department leaders, conduct discovery and product demonstrations, present Top Hat’s SaaS platform and digital textbook solutions, negotiate, and close new business. Partner with Customer Success, Product, and Marketing teams to deliver strong customer experiences and increase revenue. The role requires full-cycle sales execution in a metrics-driven, remote-first environment.
Top Skills: Generative AiSaas Platform
25 Days AgoSaved
Remote
Remote Madison, WI
Junior
Junior
Edtech • Software
Own a regional portfolio of college and university accounts, prospect for new business, conduct discovery and product demonstrations, present Top Hat’s SaaS and digital textbook solutions, negotiate and close full-cycle sales, and collaborate with Customer Success, Product, and Marketing teams to grow revenue and support strong customer outcomes.
Top Skills: Generative AiSaaS
Reposted One Month AgoSaved
Remote
Remote Madison, WI
240K-290K Annually
Senior level
240K-290K Annually
Senior level
Artificial Intelligence • Fintech • Payments • Business Intelligence • Financial Services • Generative AI
Lead and scale a team of full-cycle Account Executives focused on SMB acquisition. Own revenue, pipeline health, deal quality, and execution velocity. Coach AEs on discovery, negotiation, and closing; enforce pipeline discipline, CRM hygiene, and metrics-driven operations. Partner with outbound and cross-functional teams to refine ICPs, improve win rates, and leverage data/AI and sales tools to improve forecasting and deal strategy.
Reposted One Month AgoSaved
Easy Apply
Remote or Hybrid
Remote Madison, WI
Easy Apply
195K-244K Annually
Senior level
195K-244K Annually
Senior level
Cloud • Information Technology • Security • Software • Cybersecurity
As a Principal Sales Engineer, lead technical sales engagements in healthcare, driving complex projects with executive stakeholders while mentoring teams and shaping product direction.
Top Skills: AuthenticationCybersecurityData ModelingNetworkingRelational DatabasesSd-WanSolutions ArchitectureSolutions EngineeringWireless
Reposted One Month AgoSaved
Easy Apply
Remote or Hybrid
Remote Madison, WI
Easy Apply
145K-269K Annually
Senior level
145K-269K Annually
Senior level
HR Tech • Payments • Professional Services • Software
Lead and coach a high-growth Account Executive team to hit revenue targets. Own daily/weekly team rhythm, pipeline integrity, CRM hygiene, forecasting, and deal coaching. Hire, develop, and motivate reps while driving culture, DEIB initiatives, and sales process improvements.
Top Skills: GongLinkedin Sales NavigatorSalesforceSalesloft
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