Top Remote Sales Jobs in Milwaukee, WI

Partner with Account Executives to lead technical sales cycles: deliver customized demos, ROI analyses, discovery sessions, and technical presentations; resolve technical blockers; complete RFPs/RFIs/security questionnaires; act as trusted technical advisor; collaborate cross-functionally to influence product and customer experience, and maintain subject-matter expertise in modern web infrastructure and composable architectures.

The Regional Sales Director will drive new business and manage sales cycles in the West region for connected device manufacturers, focusing on securing compliance and addressing firmware risks. This role involves prospecting, consultative selling, and maintaining executive relationships to boost sales.

The Regional Sales Director will lead new logo acquisition and revenue execution in the East region, managing complex sales cycles and collaborating with technical stakeholders to close deals in connected device manufacturing industries.

Drive new business across a defined region by selling PHM’s employer solutions to employers, brokers, consultants, TPAs, and captive insurers. Build and execute territory and GTM strategies, develop pipeline, qualify opportunities, and close complex, multi-stakeholder deals. Serve as a market expert and voice of the customer to influence product and strategy while meeting or exceeding sales targets.

The Director of Client Sales is responsible for driving partnerships in the insurance industries, managing the full sales cycle, and executing strategic deals while ensuring client success.

As a Mid-Market Sales Executive, you will engage prospects, manage the sales process, and build relationships to drive business growth while consistently achieving sales goals.

Responsible for selling and servicing group employee benefit products within an assigned territory. Develops broker relationships, achieves line-of-business sales goals, follows underwriting and administrative procedures, services policyholders and brokers, and supports regional sales office operations. Requires at least three years of group employee benefits sales experience, with travel of up to 50%.

Develop and execute sales strategies across Wisconsin, manage government accounts, build relationships with public-sector decision-makers, prospect new opportunities, and demonstrate video and license plate reader products. The role expands existing accounts through cross-selling, promotes maintenance programs, manages sales funnels, addresses customer obstacles, and supports state user groups and technology workshops. Travel exceeds 50%, primarily within Wisconsin.

Partners with enterprise sales teams across strategic accounts, serving as the technical lead throughout complex cybersecurity sales cycles. Designs architectures, leads technical evaluations and proof-of-value engagements, delivers tailored demonstrations, advises CISOs and security leaders, and positions the platform against legacy SIEM and security analytics solutions. The role also supports executive briefings, documents opportunities in Salesforce, provides customer-driven product feedback, and tracks emerging security analytics, cloud, and AI-driven SOC trends.

The Sales Engineering Expert discovers prospective customers’ technical and business requirements, designs and executes evaluations and pilots, and presents tailored solution designs. Responsibilities include building trusted customer relationships, authoring RFI/RFP documents, supporting proposals and statements of work, demonstrating Arity products, advising product teams on roadmap needs, conducting competitive research, and creating presentations and interactive demonstrations for customer engagements, conferences, and events.

Sell Torq’s enterprise security automation platform across the Northeast. Responsibilities include managing the full sales cycle, executing territory plans, achieving quarterly revenue targets, developing prospect and customer relationships, engaging channel partners, and expanding opportunities across business stakeholders. The role requires enterprise security software sales experience, consultative selling expertise, executive-level communication, new business development success, and familiarity with sales methodologies such as MEDDICC, Challenger, or CoM.

Drive enterprise sales of AI, data, cloud, database managed services, and production AI solutions across the Midwest. Build territory plans, generate new logos, expand accounts, manage Salesforce pipelines, and lead complex sales cycles from discovery through close. Co-sell with hyperscaler and OEM partners, engage executive buyers, develop proposals and business cases, and coordinate solutions, delivery, legal, and finance teams.

Lead enterprise pre-sales architecture engagements for data center modernization, secure networking, WAN, hybrid cloud connectivity, virtualization, and disaster recovery. Translate business objectives into infrastructure strategies, design complex routing, switching, segmentation, and SD-WAN solutions, lead customer workshops, support RFPs, create architecture documentation and bills of materials, and transition designs to delivery teams. The role requires regular customer-site meetings across the West Coast.

Drives revenue growth for LTL transportation services by prospecting new customers, conducting face-to-face sales meetings, developing territory strategies, negotiating proposals, and maintaining customer relationships. The role requires extensive travel throughout an assigned territory, collaboration with operations and pricing teams, pipeline management, forecasting, and consistently meeting sales targets.

Leads sales strategy and execution, owning new business bookings, ARR growth, enterprise renewals, retention, expansion, forecasting, deal execution, quota attainment, pipeline coverage, conversion rates, and sales productivity. The role requires building a repeatable sales motion, coaching and enabling teams, negotiating with senior stakeholders, developing strategic relationships, and using data-driven insights to improve performance.

Recruits and manages healthcare practices and providers for Vatica Health’s clinical service programs. Secures provider contracts, develops and maintains network relationships, collaborates with health plans and internal clinical and operations teams, analyzes participation and program performance data, and recommends engagement strategies. The role also supports sales campaigns, market development, onboarding and training, and provider engagement projects across assigned territories.

Drive regional sales of Insightec medical device products across the Southeast, with Florida preferred. Build relationships with neurosurgeons, hospital executives, department leaders, and imaging centers; develop business and reimbursement models; manage prospect funnels, forecasts, customer profiles, and strategic accounts; coordinate with internal, GE Healthcare, and Siemens sales teams; and attend industry events to validate programs and close capital equipment deals.

Manage and grow an assigned enterprise SaaS customer portfolio through renewals, upsells, consultative solution sales, and account planning. Build relationships with executive stakeholders, identify P2P and third-party risk opportunities, lead complex negotiations, prepare RFP responses, maintain forecasts and sales activity records, and collaborate with legal, finance, account, and project teams. The role requires enterprise software sales experience, strong communication skills, and travel.

Leads complex enterprise software and consulting solution sales for procure-to-pay customers. Identifies and pursues new accounts, develops sales campaigns, evaluates customer needs and market potential, and negotiates pricing and discounts. Targets Accounts Payable, Finance, Treasury, IT, and Procurement organizations within large enterprises. This remote hunter role requires extensive P2P and enterprise software sales experience, consultative selling expertise, Salesforce knowledge, and 35% travel.

Drive adoption of Aurelian's AI products at mid-market public safety agencies by prospecting, owning the full sales cycle, conducting demos, and closing deals typically in the $25K-$70K range. Maintain HubSpot, generate pipeline through cold outreach, learn the 9-1-1 space, and hit activity and meeting targets to advance and close opportunities.

Drive top-of-funnel pipeline through outbound prospecting (calls, emails, LinkedIn), research accounts, qualify leads, schedule meetings, and maintain CRM activity while partnering with sales, marketing, and enablement to meet SAL and pipeline targets.

Conduct outbound and inbound outreach to qualify leads, manage a territory and pipeline, deliver online product presentations, document activity in HubSpot, and consistently meet quota while providing excellent service to prospects.

Sell and close ParentSquare solutions to SMB K-12 customers by building territory plans, managing a HubSpot pipeline, conducting demos, responding to RFPs, collaborating with Customer Success for handoffs, and meeting/exceeding ARR quotas through consultative selling and upsell/cross-sell efforts.

The role involves owning and growing revenue across large enterprise accounts, driving sales cycles, and building account strategies in cybersecurity sales.

The Regional Sales Manager will drive revenue growth in enterprise accounts, handling complex sales cycles and positioning Vega's cybersecurity solutions effectively.