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Workforce Optimizer

Head of Sales

Posted 18 Days Ago
Be an Early Applicant
In-Office
Singapore, SGP
Expert/Leader
In-Office
Singapore, SGP
Expert/Leader
Own enterprise and public-sector revenue growth for a workforce management SaaS platform. Personally close complex strategic deals, develop go-to-market strategy, build pipeline, recruit and coach enterprise account executives, establish repeatable sales processes, improve forecasting, and manage executive, partner, and industry engagements.
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The Head of Sales will own and drive enterprise and public-sector revenue growth for Workforce Optimizer (WFO), a workforce management and optimisation SaaS platform serving healthcare, aviation, facilities management, hospitality, and large enterprises.

This is a player–coach role. The successful candidate will personally close strategic deals, build and coach a high-performing enterprise sales team, and establish a repeatable sales motion aligned with long procurement cycles, regulated environments, and complex solution selling.

Key Responsibilities1. Revenue Ownership & Deal Closure
  • Own new ARR and professional services revenue targets
  • Personally lead and close large, complex enterprise and government deals
  • Manage the full sales lifecycle:
    • Discovery & value framing
    • Executive presentations and demos
    • Commercial structuring and pricing
    • Contract, procurement, and legal negotiations
  • Act as executive sponsor for strategic accounts
2. Sales Strategy & Go-To-Market
  • Define and execute WFO’s enterprise go-to-market strategy
  • Establish clear Ideal Customer Profiles (ICPs) and vertical focus
  • Build and maintain a strong, qualified pipeline
  • Drive account-based selling for key logos and lighthouse customers
3. Sales Team Leadership (Player–Coach)
  • Recruit, onboard, and coach Enterprise Account Executives
  • Develop sales capability in:
    • Solution selling
    • Value-based pricing
    • Public-sector procurement
  • Set clear sales targets, quotas, and performance expectations
  • Conduct deal reviews and ensure pricing discipline
4. Sales Process & Playbook Ownership
  • Create and continuously improve WFO’s sales playbook, including:
    • Discovery frameworks
    • Demo and pilot strategy
    • Proposal and commercial models
  • Ensure consistent and repeatable sales execution across the team
  • Improve sales forecasting accuracy and pipeline hygiene
5. Market & Partner Engagement
  • Represent WFO in:
    • Customer executive briefings
    • Industry events and conferences
    • Strategic partner discussions
  • Support partnerships with system integrators and technology partners where relevant

RequirementsMust-Have
  • 10+ years of B2B sales experience, with at least:
    • 5+ years in enterprise or public-sector SaaS sales
  • Proven track record of closing:
    • 6–7 figure enterprise or government contracts
  • Strong experience selling:
    • Complex, configurable software platforms
    • Solutions involving integration, implementation, and services
  • Hands-on experience navigating:
    • Government procurement and tender processes
    • Long sales cycles and multi-stakeholder decision making
  • Experience managing and coaching senior sales professionals
Nice-to-Have (Strong Advantage)
  • Experience selling into: Healthcare, aviation, logistics, or regulated industries
  • Familiarity with: Workforce management, HR tech, or optimisation software
  • Exposure to: SAP SuccessFactors, Workday, or enterprise ERP ecosystems
  • Regional sales exposure (APAC)

Benefits

Competitive senior-level compensation, strong sales enablement, long-term growth incentives, and the opportunity to build and lead an enterprise SaaS sales function with real market impact.

  • Hybrid work setup with flexibility to manage enterprise and public-sector engagements
  • Sales enablement tools provided, including laptop, mobile, CRM, and demo environments
  • Clear performance incentives, including accelerators and long-term growth opportunities
  • High autonomy and visibility, with direct access to leadership and influence on GTM strategy
HQ

Workforce Optimizer Singapore, Singapore, SGP Office

Singapore, Singapore

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