Top Remote Sales Jobs in Madison, WI

Handles inbound calls and warm leads, consults customers on insurance needs, recommends appropriate Property and Casualty coverages, and converts prospects into policyholders. The role includes paid licensing and training, customer relationship building, sales closing, and remote work. Representatives must complete licensing requirements, work a designated weekday and weekend schedule, and maintain a professional home workspace with wired high-speed internet.

Lead global mid-market sales performance and revenue growth for Atlassian’s Teamwork Collection. Develop operating plans, strategic sales plays, inspection rhythms, and scalable go-to-market execution. Partner across sales, SDR, channel, demand generation, product, and marketing teams to increase pipeline, accelerate deal velocity, and expand market presence. Enable account executives and sales managers through field readiness, onboarding, and clear positioning of collaboration and AI solutions.

Leads strategic solution sales teams serving enterprise accounts. Responsibilities include hiring and developing senior sales specialists, coaching complex enterprise deals, engaging C-level stakeholders, navigating procurement and security processes, enforcing MEDDPICC and value-based sales methodologies, and fostering a collaborative, high-performance culture.

Build sales pipeline through outbound prospecting, meeting setting, objection handling, value-driven messaging, and quota-focused activity. Partner with Sales and Success Account Teams to convert prospects and create a positive customer experience. Use SFDC, Gong, Outreach, and LinkedIn Navigator to manage prospecting and sales-development activities.

Leads Monte Carlo’s Enterprise Americas sales team, overseeing forecasts, pipeline coverage, new-logo bookings, outbound prospecting, deal inspection, and enterprise sales coaching. The role requires developing a repeatable sales process, coaching reps through complex executive-level deals, recruiting enterprise account executives, and partnering with sales engineering, SDR, marketing, and customer success teams. Candidates should have prior enterprise SaaS sales leadership experience and expertise in disciplined methodologies such as MEDDPICC and value-based selling.

Manage, develop, and lead an outbound SMB sales team while achieving regional quotas and quarterly targets. Drive prospecting, qualification, full-cycle sales, pipeline generation, forecasting, and closing. Build customer and industry relationships, engage HR decision-makers, develop partnerships, and provide market and competitive insights to cross-functional teams. The role requires Salesforce pipeline management and leadership in a fast-paced SaaS environment.

Leads enterprise sales across the Southeastern United States, managing Strategic Account Executives and owning regional bookings, revenue, forecasts, territory strategy, and pipeline health. Responsibilities include hiring, coaching, performance management, customer relationship development, go-to-market execution, sales enablement, and cross-functional collaboration with Renewals, Marketing, and Sales Operations. The role is fully remote and supports adoption of GitLab’s AI-powered DevSecOps platform.

Supports sales teams and broker partners through prospecting, quoting, proposals, enrollments, renewals, RFPs, licensing, and producer appointments. Maintains pipeline and process tracking, coordinates with internal teams and third-party administrators, responds to product inquiries, supports broker training, and manages Salesforce records. The remote role may require occasional travel of less than 10% for open enrollment meetings.

Leads East Coast enterprise sales performance, coaching and developing quota-carrying sellers, managing complex multi-stakeholder deals, improving forecasting and pipeline discipline, recruiting talent, and driving regional go-to-market execution. Partners with senior executives and cross-functional teams to achieve predictable revenue growth across senior living and post-acute markets. Requires extensive enterprise B2B SaaS sales leadership experience, MEDDPICC expertise, and willingness to travel 40–50%.

Supports sales of highly technical TIC services by managing account portfolios, identifying opportunities, communicating product value, and serving as a technical liaison between customers, account owners, and delivery teams. Builds customer relationships remotely and through limited travel, supports sales cycles, coordinates technical resources, and works toward exceeding sales targets.

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

The Media Sales Rep will drive revenue through advertising and sponsorship, develop business partnerships, and manage a sales pipeline while collaborating cross-functionally and executing successful campaigns.

Hunt and close net-new revenue by selling programmatic and omnichannel media solutions. Prospect and engage senior marketing decision-makers, conduct discovery and data-driven presentations, develop customized campaign recommendations with internal teams, maintain a qualified CRM pipeline, and meet revenue and performance targets.

Generates new business opportunities through inbound and outbound prospecting. Researches accounts, contacts senior executives, qualifies leads, documents opportunity details using MEDDICC, and builds pipeline for Account Executives. Uses consultative, value-based selling to align PagerDuty solutions with customer needs while prioritizing accounts, managing outreach, and maintaining accurate follow-up.

Lead full-cycle B2B sales growth across K12 and higher education markets. Manage pipelines, territory strategy, consultative selling, enterprise negotiations, RFPs, procurement, forecasting, and quota attainment. Coach sales teams, present AI-enabled education solutions to institutional leaders, navigate privacy and compliance concerns, and collaborate with Customer Success, Product, and Marketing.

Leads a State and Local Government sales team responsible for new customer acquisition, account expansion, revenue growth, forecasting, pipeline management, enterprise deal sponsorship, and quota attainment. Coaches and develops sales executives, recruits high-performing talent, builds government client and partner relationships, supports complex SaaS sales motions, and collaborates with legal, product, professional services, and implementation teams. The role follows Qualtrics’ hybrid model with three office days weekly.

Leads and develops a team of 6–9 enterprise Account Executives serving higher education clients. Responsibilities include coaching on sales strategy, pipeline and opportunity management, recruiting and retention, complex contract negotiations, forecasting, competitive positioning, executive sponsorship, and cross-functional collaboration. The role drives revenue growth, team quota attainment, and large enterprise SaaS engagements while maintaining strong client and prospect relationships.

Serve as a technical presales expert for Samsara’s IoT platform, supporting enterprise customers through discovery, demonstrations, value assessments, proofs of concept, integrations, and deployment planning. Explain complex solutions to business audiences, guide installers, develop API scripts, identify customer value, support strategic sales cycles, and relay customer feedback to product teams. The remote Southeast-based role requires travel up to 50%.

Leads North American enterprise sales for Qualtrics’ Sports, Media, and Entertainment vertical. Responsibilities include managing and coaching 6–8 enterprise account executives, driving ARR and new-logo growth, developing vertical go-to-market strategies, closing complex seven-figure SaaS deals, engaging executive stakeholders, managing pipelines and forecasts, and partnering with Product Management, Marketing, and Solution Engineering.

Drive enterprise sales growth across healthcare provider accounts by managing strategic relationships, acquiring and expanding clients, presenting tailored solutions, negotiating complex agreements, and coordinating cross-functional teams. Maintain accurate Salesforce records, apply MEDDIC/MEDDPICC methodologies, build pipeline, forecast performance, and achieve new and expansion revenue targets.

Drive enterprise sales growth within healthcare provider accounts by acquiring strategic customers, expanding existing relationships, managing C-suite stakeholders, presenting tailored solutions, negotiating complex agreements, and maintaining accurate Salesforce records. The role requires healthcare industry fluency, full-cycle SaaS sales expertise, MEDDIC/MEDDPICC methodology, strategic territory planning, and cross-functional collaboration to achieve revenue and quota targets.

Prospect and qualify managed service providers and managed security service providers through phone, email, and LinkedIn outreach. The role generates qualified meetings and pipeline for Account Executives, researches accounts, maintains CRM data, answers prospect questions, and uses AI tools for research and messaging. Success requires resilience, strong organization, cold-calling ability, attention to detail, coachability, and interest in cybersecurity and AI.

Leads and develops a team of 6–8 Corporate Account Managers responsible for upselling, cross-selling, renewals, and full-cycle sales to small and midsize businesses. Coaches representatives, improves sales strategies and close rates, recruits and trains new hires, collaborates with sales engineering and channel teams, manages pipeline and forecasts, and participates in customer engagements to drive expansions and renewals.

Own end-to-end sales operations workstreams supporting Enterprise Account Executives. Analyze sales data, build dashboards and KPIs, improve intake and pipeline processes, and recommend solutions that increase seller effectiveness, revenue, and profitability. Collaborate with Sales Operations, Deal Desk, Finance, Legal, Sales Strategy, and GTM Systems stakeholders. Use AI and automation to streamline workflows and present findings to senior leaders.

The Director of Field Sales Engineering leads a team focused on incubating new products, driving adoption, and ensuring cross-functional collaboration to deliver technical value to customers.