Top Remote Sales Jobs in Madison, WI

Sales Representatives guide clients towards financial freedom by assessing their financial situations and providing tailored debt consolidation options without cold calling. They build rapport, ensure compliance, and can earn a competitive commission based on performance.

The Senior Director will lead Affirm's retail sales organization, ensuring strategic partnerships, managing teams, and driving revenue through key merchant relationships.

Drive inbound sales via phone, email, and chat using consultative discovery to recommend products, close purchases, upsell/cross-sell, meet monthly targets, and deliver exceptional customer experiences while collaborating with team members and staying product-knowledgeable.

Manage proposal generation and contract negotiation within the Fossil Americas team, ensuring compliance with risk management and business objectives. Lead strategies for successful deal closures and collaborate with sales and operational teams to define project scopes and costs.

Lead and scale a national sales organization focused on payers, providers, and employers. Manage and mentor Regional VPs, own individual quota, drive enterprise new business and expansion, oversee forecasting and pipeline, support C-level engagements and contract negotiations, and align sales strategy with marketing, product, and client success to meet revenue goals.

The position involves managing client relationships in construction equipment financing, prospecting new clients, and closing finance transactions. Strong sales, relationship management, and credit analysis skills are necessary.

Lead and scale a high-performing commercial sales team focused on outbound pipeline generation and predictable forecasting. Drive quota attainment, improve ACVs and win rates, influence cross-functional GTM strategy, and run strategic initiatives. Coach, performance-manage, and mentor Account Executives to improve qualification, territory planning, and outbound rigor while contributing as a senior operator to product, marketing, and RevOps alignment.

Lead and scale a high-performing enterprise sales team to exceed targets through account-based execution, forecasting discipline, and coaching. Drive strategic cross-functional initiatives with Marketing, Product, RevOps, and Solutions Engineering to improve win rates, ACVs, and deal velocity. Act as a senior thought leader, manage performance, mentor AEs, and influence GTM strategy and product direction.

Lead regional revenue and go-to-market execution across channel, end-customer sales, and solutions engineering. Own forecasting, pipeline health, strategic account growth, partner development, and talent coaching. Drive 60% travel, operational governance, and cross-functional alignment to meet regional bookings, retention, and performance targets.

Manage day-to-day sales commission administration (payouts, adjustments, exceptions) in Xactly/ICM, resolve participant inquiries, validate data and impacts, run UAT, ensure plan acceptance and compliance, maintain hierarchy/setup/payouts, and drive process improvements with cross-functional partners and auditors.

The Senior National Account Manager is responsible for managing relationships with major accounts, driving sales growth, overseeing business planning, and collaborating across departments for product development.

The Technical Sales Representative is responsible for increasing market share in a designated territory by cultivating customer relationships and providing trusted advisory services.

Manage sales, achieve growth, and exceed sales targets while mentoring the sales development team and communicating value propositions to clients.

As a Regional Sales Manager, you will lead enterprise sales initiatives, manage complex sales cycles, and build strategic partnerships in cybersecurity.

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.

The ActiveDisclosure Solutions Engineer demonstrates the ActiveDisclosure platform to clients, aligning their needs with the solution, and providing consultative guidance by leveraging financial expertise.

Lead a fully remote team of 25+ Medicare telesales agents to convert high-volume inbound calls into enrollments across Medicare Advantage, Supplement, Part D, vision, and dental products. Provide real-time coaching, monitor conversion and talk-time metrics, manage scheduling across 8am–8pm EST, ensure CMS compliance, partner with Quality/Compliance/WFM, and drive performance during Annual Enrollment Period (AEP).

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.

Own quota and drive revenue for Garner’s Insights and Referrals products by selling into healthcare delivery organizations and digital health companies. Execute full sales cycle—prospecting, discovery, positioning, contracting, and closing—while managing pipeline forecasting. Collaborate with SVP and cross-functional teams to inform go-to-market, enablement, and product roadmap through structured market feedback. Individual contributor role with occasional travel to HQ.

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

Qualify inbound leads and execute targeted outbound outreach to book meetings and generate pipeline for Account Executives. Research prospects, articulate value to HR/L&D leaders, track activity in CRM, collaborate with sales and marketing, and improve SDR playbook using sales tools and AI for personalization.

Represent Dorfman Milano in WY, CO, and NM by developing and managing retail accounts, driving territory sales through client visits, presentations, cold outreach, and trade shows; provide market feedback, maintain sales records, and collaborate with internal teams to ensure order fulfillment and customer satisfaction.

Territory-based independent sales rep managing South Texas accounts. Build and maintain retailer relationships, drive revenue through visits, presentations, prospecting, and trade shows. Provide market feedback to product and marketing teams, coordinate with sales leadership and customer service, and represent the Dorfman Milano brand professionally.

Lead technical sales engagements for networking and security solutions from discovery through close and operational handoff. Conduct customer discovery, design solutions, produce BOMs, proposals, RFP responses, demos, and technical presentations. Coordinate manufacturers, distributors, and internal teams to validate and implement scalable, secure solutions while maintaining CRM data and improving sales engineering processes.

Support the sales team by conducting cold calls, generating leads, assisting with sales strategies, handling administrative tasks, maintaining customer databases/CRM, and collaborating to meet sales targets while gaining hands-on experience.