Top Sales Jobs in Milwaukee, WI

Full-cycle inside sales role focusing on prospecting, qualifying, and closing software deals. Build trusted relationships, demo Alteryx, grow pipeline via outbound/inbound outreach, manage forecasts, and collaborate on account strategies to drive revenue and expansions.

Lead and grow a regional sales organization for a high-growth developer tools SaaS company. Develop and execute territory strategy, coach and mentor AEs (and SDRs/BDRs), manage full sales cycle, and collaborate cross-functionally to meet regional revenue targets. Track performance metrics, refine forecasts, and foster an inclusive, high-performance culture.

Design and own a 90-day onboarding program, create and maintain sales playbooks and training content, run recurring training (remote and in-person), manage the Lessonly LMS, analyze training gaps, and lead cross-functional enablement projects to accelerate sales ramp and performance.

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.

Lead, coach, and develop a SaaS sales team to meet KPIs (Enrollment, Attended Demos, ASP, Churn, MRR). Drive sales strategy, performance management, training, client relationships, and team culture to achieve revenue targets.

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.

Lead, hire, coach, and manage a team of net-new Account Executives in North America to acquire enterprise logos. Define target accounts, operationalize ABM, optimize outreach using Salesforce/Apollo/SignalHire/HubSpot, enforce CRM hygiene and forecasting, create playbooks, and drive adoption of MEDDPICC to meet and exceed booking 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.

Owns sales strategy, revenue growth, pipeline, and enterprise account expansion for AI infrastructure, platforms, TokenOps, and strategic AI solutions across the Americas. Builds C-level relationships, leads multimillion-dollar Fortune 500 AI transformation deals, develops hyperscaler and technology partnerships, positions portfolio startups, and drives joint go-to-market initiatives. Requires deep enterprise technology sales experience, AI and cloud expertise, executive presence, and the ability to create strategic opportunities in a fast-paced environment.

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.

Leads and develops a team of Account Executives selling B2B SaaS solutions to corporate real estate occupiers. Responsibilities include achieving sales targets, executing sales strategy, recruiting and retaining talent, coaching team members, building executive relationships, forecasting opportunities, negotiating commercial terms, and collaborating with Marketing, Product, Professional Services, and Legal.

Drive new business growth among law firms by prospecting, building sales pipelines, conducting discovery and demonstrations, negotiating, and closing deals. Develop relationships with law firm owners and decision-makers, recommend AI-powered marketing and technology solutions, meet recurring revenue quotas, maintain accurate forecasts, and continuously improve sales performance through coaching and industry knowledge.

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.

The Sales Engineer supports pre-sales activities by leading product demonstrations, providing technical expertise during sales calls and presentations, explaining product value and differentiators, and developing sales and training collateral. The role partners with Product, Sales, and Marketing teams, maintains competitive and market knowledge, supports events and webinars, ensures accurate pricing, and documents customer and partner insights in the CRM.

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.