Top Remote Sales Jobs in Madison, WI

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.

Develops and maintains relationships with commercial end users in education, healthcare, government, and other markets. Drives demand and market share for mechanical and electronic security solutions through consultative selling, pipeline management, account prioritization, and territory strategy. Collaborates with internal experts and industry stakeholders, uses CRM for reporting, delivers customer training, monitors competitive activity, and travels up to 20%.

Own and build Palazzo’s revenue engine by personally closing mid-market and enterprise B2B SaaS deals while creating scalable sales processes, CRM reporting, messaging, collateral, and forecasting systems. The role generates qualified pipeline, manages demos and negotiations, collaborates with marketing and product, and eventually hires and coaches a small sales team.

Own and grow strategic CX accounts, drive expansion and new-logo acquisition, and lead direct and partner-led sales motions. Build executive relationships, develop account and territory strategies, conduct discovery and value presentations, manage proposals and RFX responses, negotiate contracts, and close deals. Coordinate solution consultants, internal SMEs, and partners to deliver AI-enabled contact center, messaging, digital engagement, journey management, and analytics solutions across healthcare, retail, financial services, and telecommunications.

Prospects and wins new small-to-medium business customers within a defined territory through phone, video, digital tools, and face-to-face selling. Sets appointments, identifies customer needs, presents tailored Staples solutions, overcomes objections, closes sales, and onboards new accounts. Maintains CRM records, collaborates with category specialists and support teams, develops pricing and assortments, and builds long-term customer relationships. The role requires consultative selling, business development, strong organization, independence, and achievement in a goal-oriented environment.

The Regional Sales Manager will strategize and execute new business opportunities while building relationships with key decision-makers in the Midwest region, focusing on cybersecurity solutions.

Manage 60-70 Enterprise accounts, develop account strategies, negotiate agreements, engage key decision-makers, and collaborate with cross-functional teams to drive sales.

Lead and grow a US-based SDR team to generate and qualify SME-to-growth pipeline, hire and coach SDRs, implement handoff processes, enforce quality control, and align with AEs to meet pipeline and sales metrics.

Lead and develop a team of eight Account Executives for the Commercial (Mid-Market) segment. Drive quota attainment, coaching, forecasting, pipeline accuracy in Salesforce, hiring and onboarding, cross-functional GTM execution, and streamline sales processes while occasionally acting as a player-coach in customer negotiations.

Build and lead 1Kosmos’ North American enterprise sales organization, owning revenue strategy, pipeline, forecasting, strategic accounts, team hiring, coaching, and go-to-market execution. Develop enterprise relationships with security and technology executives, close complex SaaS transactions, establish sales processes and operating rhythms, and align Sales with Marketing, Pre-Sales, Customer Success, Product, Engineering, and partners.

Drives adoption of HPE cybersecurity and networking solutions across mid-to-large enterprise accounts. Responsibilities include building sales pipelines, acquiring new logos, expanding existing accounts, managing strategic customer relationships, positioning SASE and security solutions, coordinating internal teams and partners, forecasting, negotiating, and achieving sales quotas. The role is remote but requires residence in the Chicago or Wisconsin region and up to 50% travel to customer sites.

Sells financial services solutions, including leasing, loans, managed services, and remarketing, to technology clients. Evaluates financial information, structures complex deals, develops financing use cases, supports proposals, trains sales teams, manages vendor relationships, and guides opportunities from identification through close. Requires strong financial analysis, technology services knowledge, presentation, negotiation, and relationship-building skills.

Remote, performance-driven sales role owning the full sales cycle: outreach, discovery, demo, close. Qualify high-intent leads, position AI-powered human-centric solutions, collaborate with Marketing and CX, and hit aggressive sales targets (expectation: 12+ sales/month).

Lead technical presales for Narmi's commercial banking platform: assess prospect needs, deliver tailored demos, map product solutions, coordinate with product/implementation/customer success, manage multiple enterprise deals, and use technical knowledge to demonstrate business value and close sales.

The Senior Sales Consultant will identify and engage enterprise-level prospects in the US, manage the sales cycle, and achieve revenue targets through effective negotiation and relationship building.

Leads enterprise sales for Microsoft Azure cloud and AI platforms. Develops customer-specific sales strategies, qualifies and closes complex opportunities, manages pipelines and forecasts, coordinates partners and internal teams, and advises stakeholders on AI-driven cloud transformation. Uses market intelligence, consumption data, and predictive analytics to drive adoption, expansion, renewals, and customer value. Requires strong consultative selling, enterprise relationship management, and knowledge of Azure infrastructure, data, and AI application platforms.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and develop residual revenue. Mentor and support sales representatives, share sales strategies, expand the regional footprint, and assist with recruiting. This is a fully remote, outside field-sales role with a flexible schedule and commission-only compensation.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and develop residual revenue. The role also involves mentoring and supporting sales representatives, sharing sales strategies, contributing to regional expansion and recruiting, and independently managing performance in a fully remote, commission-only environment.

Own technical sales outcomes alongside account executives across multiple deals. Lead demos, explain the platform clearly, translate cybersecurity capabilities into business value, build buy-in with technical and executive stakeholders, shape sales strategy with founders, prioritize opportunities, and represent the company at conferences. The role requires 2–5 years of sales engineering, solutions consulting, or technical deal ownership experience, ideally in B2B SaaS.

Lead 15–20 pre-booked digital marketing strategy sessions weekly and close high-value clients. Responsibilities include consultative discovery, pitching Meta Ads, PPC, SEO, and Local Service Ads, handling objections, achieving revenue quotas, maintaining accurate ClickUp and GoHighLevel CRM records, and reporting on pipeline, conversions, and revenue. This is a fully remote, full-cycle sales role aligned with U.S. Eastern Time hours.

Own and grow the U.S. corporate sales pipeline for AI-driven software development training. Responsibilities include engaging decision-makers, identifying business needs, tailoring training solutions, selling multi-day programs and ongoing enablement, developing long-term client relationships, and contributing to pricing, packaging, and go-to-market strategy. This is a remote, commission-based, consultative B2B sales role with potential for a future base salary.

Drive technical sales of industrial diamond abrasive products and machinery. Assess customer needs, recommend tailored solutions, configure products, troubleshoot installed equipment, manage sales cycles, build customer and distributor relationships, monitor markets, maintain CRM records, and support product and marketing teams. Frequent travel to customer sites, trade shows, and industry events is required.

Develop and grow new and existing wholesale distributor accounts through prospecting, cold calling, customer relationship management, order entry, site surveys, and meeting sales targets and budgets.

Drive new business with small and mid-sized companies, build and manage a client pipeline, close merchant services deals, and mentor sales representatives. The role is fully remote, outside field sales, independently structured, and commission-only with residual income, team-performance incentives, and leadership opportunities. Merchant services, payment processing, or B2B sales experience is preferred, along with strong communication, relationship-building, and entrepreneurial skills.

Drive new business with small and midsized companies, build and manage a client pipeline, close merchant services deals, mentor sales representatives, share sales strategies, support recruiting, and expand the company’s regional footprint. This fully remote, commission-only role offers residual income, performance incentives, and flexible scheduling.