Top Senior Sales Jobs in Milwaukee, WI

Lead pre-sales for AI-enabled manufacturing software, including discovery, solution demonstrations, RFP responses, workshops, proof-of-concepts, and proposal development. Partner with sales teams, technology partners, and clients to design solutions integrating manufacturing systems, OT/IT data, ERP, cloud, and agentic AI platforms. Create reusable sales assets, support industry events, enable team members, and contribute to pipeline reporting and win/loss reviews. The role requires extensive enterprise software pre-sales experience and frequent client travel.

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.

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.

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 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 enterprise software pre-sales for consumer goods and route-to-market solutions. Supports discovery, solution scoping, product demonstrations, RFP responses, workshops, proofs of concept, partner engagements, and industry events. Develops reusable sales assets and translates complex business requirements into integrated architectures involving ERP, warehouse, retail, data, and AI platforms. Advises senior stakeholders on field sales automation, distribution, retail execution, offline mobile solutions, analytics, and AI-driven capabilities while collaborating with sales, product, legal, and delivery teams.

Leads enterprise software pre-sales for ALIP, supporting discovery, demonstrations, RFPs, solution scoping, workshops, proof-of-concepts, partner opportunities, and industry events. Develops reusable sales assets, supports pipeline reporting, and collaborates with sales, product, legal, and delivery teams. Requires deep expertise in life and annuity insurance, ALIP architecture, integrations, data migration, IFRS 17, Solvency II, AI-native software, and cloud deployment on Azure and AWS.

Originates and advances enterprise software sales opportunities for billing and payments solutions. Responsibilities include pipeline development, discovery, value propositions, proposals, deal execution, partner coordination, forecasting, CRM management, and executive engagement. The role requires expertise in utility, tolling, telecommunications, billing, payments, SaaS, AI-enabled transformation, and complex commercial negotiations. It also supports account planning, industry events, channel partners, and junior sales colleagues.

Drives software sales growth for SAP-focused products by prospecting, managing the full sales cycle, delivering demonstrations and presentations, developing go-to-market strategies, negotiating complex deals, and maintaining CRM records. The role collaborates with product, technical, marketing, and leadership teams, represents the company at industry events, and travels 25%–50% based on client and business needs.

Leads technical pre-sales for Fincrime OS, supporting discovery, product demonstrations, workshops, RFPs, solution architecture, proofs of value, partner engagements, and industry events. The role translates financial crime, AI-agent, integration, model-risk, and compliance capabilities into client solutions, develops reusable sales assets, supports deal sizing, and collaborates with sales, product, legal, delivery, and technology teams.

Leads GCC/GBS sales pursuits across the Americas, partnering with deal leadership from qualification through submission and presentations. Shapes pursuit strategy, develops win themes, provides competitive and cross-deal intelligence, orchestrates multidisciplinary teams, and ensures high-quality, differentiated proposals. Builds reusable sales assets, leads executive narratives, and contributes to win/loss analysis. The role requires deep GCC/GBS expertise, complex enterprise pursuit experience, executive presence, and strong proposal-writing skills.

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.

Manages and grows business accounts by prospecting, qualifying leads, acquiring new customers, and expanding existing relationships. Consults with decision-makers to identify business challenges and recommends technology solutions involving wireless, cloud, security, ISP, VoIP, and Google platforms. Presents integrated solutions, meets sales targets, coordinates with support partners, maintains client relationships, and tracks performance using sales automation tools. The role requires outside sales, negotiation, territory travel, and strong presentation skills.

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.

Manages strategic customer accounts across Southeast Wisconsin by addressing inquiries, driving retention, upselling and cross-selling, developing new business, preparing presentations and proposals, analyzing account performance, maintaining sales records, coordinating cross-functional teams, and meeting volume, profit, and administrative targets.

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.

Lead the day-to-day operations of a Catholic cemetery, coach and motivate a performance-based team, support families with pre-planning services, uphold the organization’s faith-based mission, and oversee budgeting, forecasting, financial reporting, communications, and operational excellence.

Build and lead the sales enablement function by designing onboarding, training, certification, and product education programs. Partner with Sales, Marketing, Customer Success, Professional Services, Product, and commercial leadership to address performance gaps, improve ramp time, increase quota attainment, and support retention. Own enablement technology, including LMS and HubSpot-related training, measure program outcomes, evolve the sales motion, and guide the growing enablement team.

Drive federal and DoD sales within an assigned region by developing pipeline and account plans, building executive relationships, closing software/security deals, collaborating with cross-functional teams and partners, forecasting, and using Salesforce to track opportunities to exceed quota.

Leads enterprise sales growth across North America by developing strategic plans, managing complex SaaS deals, coaching Account Executives, building executive relationships, forecasting revenue, and partnering cross-functionally. The role focuses on selling quality and compliance solutions to pharmaceutical, biotechnology, and medical device organizations, while scaling a predictable enterprise revenue engine.

Leads strategic, quota-carrying sales across large K-12 school districts in the Eastern United States. Owns territory and account plans, builds executive relationships, develops new business, manages complex sales cycles, negotiates contracts, and drives renewals and expansions. Acts as an assessment strategy advisor, delivering presentations and strategic guidance on accountability, instructional improvement, data use, and student achievement. Maintains Salesforce pipeline and forecasting data while collaborating cross-functionally.

Own enterprise sales strategy and revenue operations by managing forecasting, pipeline health, territory design, account planning, quota setting, operating cadences, and performance reporting. Partner with Sales, Finance, Data, Systems, and Engineering to improve CRM infrastructure, automate workflows, build scalable processes, and support sales enablement. Use AI, analytics, and business intelligence to identify opportunities and guide leadership decisions.