Top Remote Sales Jobs in Milwaukee, WI

Designs and presents scalable technical solutions for enterprise merchants using Affirm’s payment platform. Leads technical discovery, solution architecture, custom integrations, demos, and pre-sales support while partnering with Sales, Engineering, Product, and partner teams. Builds customer trust, identifies technical risks, influences product development, creates enablement materials, and supports successful implementations. The role requires payments or fintech experience, strong API and enterprise architecture expertise, technical communication skills, and travel up to 30%.

Manage inbound homeowner leads through the full sales cycle for Hometaps home equity investment: educate, guide applications to close, coordinate with internal teams, maintain high-volume calls and pipeline in Salesforce and proprietary systems, meet sales targets, and ensure regulatory compliance and excellent homeowner experience.

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.

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%.

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.

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 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.

Lead go-to-market strategy and strategic sales for AI and Neocloud accounts. Build executive relationships with hyperscale cloud and data-center customers, manage complex negotiations and long-term agreements, develop ecosystem partnerships, maintain forecasts and pipeline visibility, and collaborate cross-functionally to deliver infrastructure solutions at scale.

Leads hyperscale sales strategy, executive customer relationships, complex commercial negotiations, pipeline forecasting, and ecosystem partnerships. The role targets cloud providers, data-center operators, and infrastructure customers, coordinating with product, engineering, operations, finance, legal, and customer-success teams to secure high-value, long-term engagements. It also influences product strategy through market intelligence and represents the company at executive meetings and industry events.

Own Flex’s go-to-market strategy and commercial execution for the auto loan vertical. Build executive-level relationships, develop pipeline, negotiate and close complex partnerships, and guide agreements through technical deployment and launch. Collaborate with Product, Engineering, Marketing, Finance, Legal, and Compliance to shape the offering, translate market feedback into improvements, and establish a repeatable sales motion. This zero-to-one role also requires developing scalable processes and using AI-assisted sales tools to improve pipeline and deal performance.

Drives net-new enterprise SaaS business by prospecting, managing complex sales cycles, building ROI-based business cases, presenting to finance and C-suite leaders, negotiating contracts, and closing opportunities. The role requires territory planning, pipeline forecasting, CRM hygiene, cross-functional collaboration, and approximately 30% travel for in-person customer engagement.

Owns enablement for Enterprise and Strategic Account Executives by designing coaching programs, playbooks, certifications, battlecards, and sales training. The role focuses on MEDDPICC, complex deal execution, account expansion, executive alignment, negotiation, and objection handling. Responsibilities include analyzing call recordings, tracking ramp and certification metrics, partnering with sales leadership and top performers, and collaborating cross-functionally to translate product launches into field-ready materials.

Supports Account Executives by leading consultative discovery, delivering tailored technical demonstrations, explaining API integrations and security concepts, and recommending customer-focused SaaS solutions. Collaborates with Product, Customer Success, and Professional Services teams, identifies technical blockers, incorporates customer feedback, and uses data and emerging technologies to improve sales effectiveness. The role requires strong communication, teamwork, curiosity, and comfort engaging both HR and IT stakeholders.

Leads group sales for Hilton Aruba and The Westerly, soliciting and negotiating complex group accommodations, contracts, pricing, and agency agreements. Directs sales staff, oversees performance, training, forecasts, budgets, reporting, trade shows, client presentations, and market research. Builds customer relationships, develops sales strategies, monitors departmental performance, and travels domestically and internationally up to 30% of the time.

Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.

Leads Bevi’s indirect sales strategy, national partnerships, territory sales, and international channel expansion. Owns partner growth, executive relationships, negotiations, forecasting, operating plans, pipeline management, and team development. Builds scalable sales playbooks, manages revenue and budgets, establishes performance systems, and collaborates with Sales Operations, Finance, People, Product, Operations, and Marketing to deliver predictable partner revenue and machine bookings.