Strategic Sales Director - EMEA - VMS Solutions - Contingent Staffing

About SimplifyVMS SimplifyVMS is redefining contingent workforce management through AI. We are building the industry's first truly AI-first Vendor Management System that empowers staffing firms, enterprise clients, MSPs, and procurement organizations to automate workforce operations, accelerate hiring decisions, and gain actionable intelligence through AI.Our platform combines enterprise-grade VMS capabilities with intelligent automation, AI agents, predictive analytics, and conversational workflows that transform how organizations manage contingent labor.We're looking for a hands-on sales director who shares our vision that AI will fundamentally change workforce technology. The OpportunityWe're seeking a Strategic Sales Director -EMEA who is more than a sales executive. You are an AI-forward, analytical, consultative seller who understands workforce technology and enterprise procurement. This role requires someone who can:Build executive relationshipsLead complex enterprise salesUnderstand VMS and staffing workflowsConduct solution discoveryPosition AI strategicallyHelp clients envision a better future—not just buy softwareYou'll work directly with product, and customer success to shape go-to-market strategy while personally leading strategic opportunities. What You'll DoDrive Revenue GrowthOwn enterprise sales strategy and executionBuild and manage a healthy sales pipelineLead complex, multi-stakeholder sales cyclesConsistently exceed revenue targetsDevelop relationships with enterprise buyers, MSPs, procurement leaders, HR executives, and staffing organizations Consultative Solution SellingLead discovery sessions that uncover:Workforce challengesContingent labor processesVendor management workflowsProcurement pain pointsAI automation opportunitiesTranslate business problems into AI-powered solutions that create measurable business outcomes.AI-First Client EngagementConfidently discuss:AI-powered workflow automationAgentic AIIntelligent matchingPredictive analyticsAI copilotsEnterprise AI adoptionResponsible AIHelp customers understand not only what the platform does, but how AI transforms their workforce operations.Solution LeadershipWhile not a Solutions Engineer, you'll be expected to:Conduct discovery independentlyMap customer processesRecommend solution approachesIdentify integration considerationsWhiteboard workflowsDemonstrate business valueYou'll partner with Product and Implementation on deeper technical engagements when needed.Market LeadershipStay ahead of trends across:Vendor Management SystemsMSP programsStaffing technologyProcurement technologyContingent workforce managementHR TechnologyArtificial IntelligenceBring competitive insights back into product and GTM strategy. What We're Looking ForRequired Experience5+ years of enterprise SaaS sales experience2+ years selling into enterprise organizationsExperience selling workforce technology, VMS, MSP, staffing technology, HR Tech, procurement platforms, or adjacent enterprise SaaSDemonstrated success exceeding enterprise sales quotasExperience managing complex six and seven-figure sales opportunities Industry ExpertiseDeep understanding of one or more:Vendor Management SystemsStaffing industryMSP programsContingent workforceProcurementTalent acquisition technologyEnterprise HR technology You understand the language, challenges, and buying processes of this market.AI MindsetYou're excited by AI—not intimidated by it.You can confidently discuss:AI transformationWorkflow automationIntelligent agentsGenerative AIBusiness process optimizationAI adoption strategies You don't need to be an engineer, but you should understand how AI creates business value and communicate that effectively to executive buyers.Analytical & Consultative SellingYou naturally:Ask insightful discovery questionsAnalyze business processesIdentify root causesBuild business casesQuantify ROIChallenge customer assumptionsGuide executive conversationsYou're comfortable whiteboarding solutions before involving technical resources. Executive PresenceYou can confidently engage with:CIOsCHROsProcurement LeadersCFOsStaffing ExecutivesMSP LeadersOperations ExecutivesYou build credibility quickly and earn trusted advisor status.You May Be a Great Fit If You...Think like a consultant before acting like a salesperson.Love solving business problems.Are naturally curious.Embrace AI and continuously learn emerging technologies.Enjoy building something from the ground up.Thrive in high-growth startup environments.Balance strategic thinking with hands-on execution.Roll up your sleeves to close deals rather than waiting for a large support organization. Success in Your First 12 MonthsWithin your first year, you will have:Built a repeatable enterprise sales motionClosed strategic enterprise customersEstablished executive relationships across the industryHelped refine SimplifyVMS's AI positioningInfluenced product direction through customer feedbackCreated scalable sales processes and playbooksBuilt a predictable pipeline supporting long-term growth Why Join SimplifyVMS?This is a rare opportunity to shape the future of workforce technology.You'll join a company that is building the next generation of AI-powered VMS technology and have the opportunity to influence product strategy, go-to-market execution, and customer success from the ground floor.If you're passionate about enterprise sales, AI, workforce technology, and building category-defining software, we'd love to meet you. Ideal Candidate ProfileThe ideal Director of Sales for SimplifyVMS is a builder—someone who has successfully sold enterprise workforce technology, understands the VMS and staffing ecosystem, is comfortable leading consultative discovery and initial solutioning, and believes AI is transforming how businesses operate. This person combines strategic leadership with a hands-on approach, excels at executive engagement, leverages data and analytics in every sales motion, and has the curiosity and credibility to help customers envision the future of AI-driven workforce management rather than simply selling software.