SimplifyVMS
Strategic Sales Director - EMEA - VMS Solutions - Contingent Staffing
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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 Opportunity
We'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 relationships
- Lead complex enterprise sales
- Understand VMS and staffing workflows
- Conduct solution discovery
- Position AI strategically
- Help clients envision a better future—not just buy software
You'll work directly with product, and customer success to shape go-to-market strategy while personally leading strategic opportunities.
What You'll Do
Drive Revenue Growth
- Own enterprise sales strategy and execution
- Build and manage a healthy sales pipeline
- Lead complex, multi-stakeholder sales cycles
- Consistently exceed revenue targets
- Develop relationships with enterprise buyers, MSPs, procurement leaders, HR executives, and staffing organizations
Consultative Solution Selling
- Lead discovery sessions that uncover:
- Workforce challenges
- Contingent labor processes
- Vendor management workflows
- Procurement pain points
- AI automation opportunities
- Translate business problems into AI-powered solutions that create measurable business outcomes.
AI-First Client Engagement
- Confidently discuss:
- AI-powered workflow automation
- Agentic AI
- Intelligent matching
- Predictive analytics
- AI copilots
- Enterprise AI adoption
- Responsible AI
- Help customers understand not only what the platform does, but how AI transforms their workforce operations.
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Solution Leadership
- While not a Solutions Engineer, you'll be expected to:
- Conduct discovery independently
- Map customer processes
- Recommend solution approaches
- Identify integration considerations
- Whiteboard workflows
- Demonstrate business value
- You'll partner with Product and Implementation on deeper technical engagements when needed.
Market Leadership
- Stay ahead of trends across:
- Vendor Management Systems
- MSP programs
- Staffing technology
- Procurement technology
- Contingent workforce management
- HR Technology
- Artificial Intelligence
- Bring competitive insights back into product and GTM strategy.
What We're Looking For
Required Experience
- 5+ years of enterprise SaaS sales experience
- 2+ years selling into enterprise organizations
- Experience selling workforce technology, VMS, MSP, staffing technology, HR Tech, procurement platforms, or adjacent enterprise SaaS
- Demonstrated success exceeding enterprise sales quotas
- Experience managing complex six and seven-figure sales opportunities
Industry Expertise
Deep understanding of one or more:
- Vendor Management Systems
- Staffing industry
- MSP programs
- Contingent workforce
- Procurement
- Talent acquisition technology
- Enterprise HR technology
You understand the language, challenges, and buying processes of this market.
AI Mindset
You're excited by AI—not intimidated by it.
You can confidently discuss:
- AI transformation
- Workflow automation
- Intelligent agents
- Generative AI
- Business process optimization
- AI 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 Selling
You naturally:
- Ask insightful discovery questions
- Analyze business processes
- Identify root causes
- Build business cases
- Quantify ROI
- Challenge customer assumptions
- Guide executive conversations
- You're comfortable whiteboarding solutions before involving technical resources.
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Executive Presence
You can confidently engage with:
- CIOs
- CHROs
- Procurement Leaders
- CFOs
- Staffing Executives
- MSP Leaders
- Operations Executives
You 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 Months
Within your first year, you will have:
- Built a repeatable enterprise sales motion
- Closed strategic enterprise customers
- Established executive relationships across the industry
- Helped refine SimplifyVMS's AI positioning
- Influenced product direction through customer feedback
- Created scalable sales processes and playbooks
- Built 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 Profile
The 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.
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