Top Sales Jobs in Madison, WI

The Director of Enterprise Sales will lead and grow a team of Enterprise Account Executives, drive performance, and manage strategic enterprise sales processes to exceed revenue targets. Responsibilities include recruiting, sales execution, collaborating with cross-functional teams, and providing accurate revenue forecasts.

Lead and scale an Upper Mid-Market software sales team targeting $100M+ companies. Drive bookings, coach AEs, execute sales strategy, negotiate high-value deals, partner cross-functionally, define KPIs, and report results to senior management while leveraging partners and marketing to meet revenue goals.

Designs and runs sales enablement programs: implement sales methodologies, develop playbooks, deliver training and coaching, manage enablement tools, measure performance, and partner with sales, ops, marketing, and product to improve seller productivity and onboarding.

Lead a regional team of Lakebase Sales Specialists to grow Databricks Lakebase within Healthcare & Life Sciences. Own quota, build pipeline, recruit and coach specialists, execute developer/platform sales motions, engage CIO/CTO-level customers and partners, and relay field feedback to Product and GTM teams.

As a Senior Sales Executive (Federal) at SimSpace, you will drive new business development across U.S. Federal agencies, focusing on cybersecurity and AI technologies, building pipeline, and closing complex sales deals.

Lead and scale a multi-market restoration sales organization as a hands-on player-coach: hire and ramp reps, enforce CRM and pipeline discipline, build channel-specific playbooks, personally pursue large commercial and national accounts, align marketing with sales, and provide forecasting and performance reporting to ownership.

Remote insurance sales role: connect with clients, recommend insurance solutions, build long-term relationships, and earn commissions. Full training and mentorship provided; no prior experience required. Flexible hours and work-from-home setup geared to parents.

Purchase and operate an established Trupanion territory in Madison, WI as an independent business owner. Build relationships with veterinary hospitals, onboard clinics to Trupanion, educate staff, grow enrollments through direct marketing to vets, and manage residual commission revenue. Must obtain required insurance licensing and reside near the Madison metro area; this role is commission-based with uncapped income potential.

Hunter-focused enterprise Account Executive responsible for driving new logo acquisition across the US and Canada. Own the full sales cycle from prospecting to contract negotiation, manage complex multi-stakeholder deals with finance and procurement leaders, deliver consultative value-based presentations and demos, maintain CRM pipeline and forecasting, and consistently achieve quota.

Lead execution of sales enablement programs including AI for Sales, onboarding, training, content governance, sales tech administration, recognition/incentive programs, event support, and cross-functional reporting to improve seller readiness and tool adoption.

Support sales by providing payments expertise, demos, and technical guidance; collaborate with product and merchants for integrations; drive new business, train sales teams, and ensure compliant implementations while managing client relationships and attending industry events.

Lead and scale Zus's enterprise sales organization to $100M+ ARR by managing and coaching Enterprise Sales Directors, owning bookings and forecasting, personally driving strategic deals, building sales methodology and playbooks, and shaping go-to-market strategy with cross-functional partners.

Work globally to support existing business development teams and grow a personal book of business in legal, life sciences, or localization verticals. Manage key accounts, drive CSAT, prospect new clients, prepare proposals and presentations, respond to RFPs, maintain Salesforce data, and collaborate with a global sales and marketing team to close deals.

Design and deliver in-person and virtual sales enablement (training, coaching, onboarding) for enterprise and mid-market teams. Create GTM collateral (playbooks, battle cards, demo flows, ROI tools), measure enablement ROI, support sellers across deal stages, coach reps, run SKOs and launches, and use Claude AI and analytics to iterate programs and drive quota attainment.

Lead AMER sales enablement by diagnosing performance gaps using Gong/Salesforce/Clari data, designing targeted remediation, delivering blended training (MEDDPICC, value selling, pipeline forecasting, GenAI usage), embedding methodology through deal clinics, driving tool adoption, measuring enablement impact with RevOps, and partnering cross-functionally to connect training to sales outcomes.

Lead and grow regional revenue and market share across the Western US by managing and coaching a team of remote Account Executives, building executive partner relationships, executing regional sales strategies, and collaborating cross-functionally to drive partner adoption and retention. Role requires extensive travel and performance ownership.

Lead and coach a team of Account Executives while carrying an individual quota. Drive complex enterprise SaaS sales cycles, maintain pipeline health and forecasting accuracy, coach sellers on MEDDPICC and deal strategy, and partner cross-functionally to allocate resources and improve sales processes.

Support sales operations by preparing quotes, tracking orders and warranties, coordinating communication across teams, maintaining CRM/ERP records, managing demo fleet, assisting with presentations and analytics, and supporting onboarding of dealers and customers for lead-acid and lithium-ion product lines.

Design, develop, and run sales enablement programs: own Highspot content, build/playbook and onboarding, analyze Gong calls to create coaching materials, run trainings, track ramp and certifications, partner with sales leaders, and support kickoffs and QBRs while maintaining compliance.

Sell pre-engineered metal building systems by prospecting new clients, managing territory pipeline, providing technical guidance, preparing proposals, negotiating contracts, and coordinating project delivery and post-sale support.

Sell enterprise AI-powered decision intelligence subscriptions across the U.S., owning new revenue and expansion. Manage full-cycle land-and-expand sales, forecast accurately, navigate complex buying committees, close multi-year contracts, and engage executive buyers to drive ARR, win rates, and market penetration.

Lead new enterprise subscription sales and expand ARR across the Middle East. Own full-cycle land-and-expand sales, close multi-year contracts, manage complex buying committees, maintain pipeline and forecast discipline, and engage executive buyers to drive larger deal sizes and market penetration.

Own new revenue execution across the UK: land new enterprise AI subscription accounts, expand ARR within existing accounts, manage full sales cycle, drive pipeline-to-close efficiency, engage executive buyers, and close multi-year subscription contracts.

Owns new revenue execution across the EU by landing new enterprise accounts and expanding subscriptions. Manages full-cycle enterprise sales, drives pipeline-to-close efficiency, maintains deal discipline, engages executive buyers, closes multi-year subscription contracts, and grows ARR within multi-department accounts.

Own full-cycle enterprise SaaS sales across LATAM: land new accounts, expand ARR within existing customers, maintain disciplined pipeline and forecasts, engage executive buyers, navigate complex buying committees, and close multi-year subscription contracts to drive ARR growth and larger deal sizes.