Head of Sales
About the job
- At least 10 years of B2B sales experience, including at least 5 years in enterprise or public-sector SaaS sales.
- A proven track record of closing six- to seven-figure enterprise or government contracts.
- Strong experience selling complex, configurable software platforms and 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.
- Own new annual recurring revenue and professional services revenue targets.
- Personally lead and close large, complex enterprise and government deals.
- Manage the full sales lifecycle, including discovery and value framing, executive presentations and demos, commercial structuring and pricing, and contract, procurement, and legal negotiations.
- Act as executive sponsor for strategic accounts.
- Define and execute the enterprise go-to-market strategy.
- Establish ideal customer profiles and vertical focus.
- Build and maintain a qualified pipeline.
- Drive account-based selling for key logos and lighthouse customers.
- Recruit, onboard, and coach Enterprise Account Executives.
- Develop team capability in solution selling, value-based pricing, and public-sector procurement.
- Set sales targets, quotas, and performance expectations.
- Conduct deal reviews and ensure pricing discipline.
- Create and continuously improve the sales playbook, including discovery frameworks, demo and pilot strategy, and proposal and commercial models.
- Ensure consistent and repeatable sales execution across the team.
- Improve sales forecasting accuracy and pipeline hygiene.
- Represent the company in customer executive briefings, industry events and conferences, and strategic partner discussions.
- Support partnerships with system integrators and technology partners where relevant.
- Experience selling into healthcare, aviation, logistics, or regulated industries.
- Familiarity with workforce management, human resources technology, or optimisation software.
- Exposure to SAP SuccessFactors, Workday, or enterprise ERP ecosystems.
- Regional sales exposure in APAC.
About the company
Workforce Optimizer provides cloud-based, AI-powered workforce management software that helps enterprises forecast labor demand, optimize schedules, and manage staff in real time. Its core product, WorkforceOptimizer, uses machine learning and mathematical optimization to handle complex scheduling rules and produce demand-driven schedules, with features like predictive workload analysis, dynamic rescheduling, time and attendance tracking, and workforce analytics. The company differentiates itself through AI-driven optimization and real-time scheduling, backed by notable clients such as Singapore General Hospital and strategic partnerships like Philips in healthcare. Its goal is to reduce manual scheduling, cut overtime costs, ensure regulatory compliance, and improve service quality by aligning staffing with customer demand.
Company Size
51-200
Company Stage
Series A
Total Funding
$3.6M
Headquarters
Singapore, Singapore
Founded
2004
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Simplify's Take
What believers are saying
- Singapore's 2026 wage and retirement-age changes increase scheduling complexity for employers.
- MOM's 70% Job Redesign+ grant opens budget for workforce optimization projects.
- Low unemployment and 73,300 vacancies keep labor-demand forecasting urgent across Singapore employers.
What critics are saying
- No disclosed funding, acquisitions, or major customer wins surfaced in 2025-2026.
- Singapore General Hospital and healthcare remain concentrated, limiting diversification outside one buying center.
- UKG, Workday, and SAP can bundle scheduling into broader suites by 2027.
What makes Workforce Optimizer unique
- Singapore-built optimization engine handles complex healthcare and public-sector rostering rules.
- Google Play updates on July 21, 2026 show active mobile product maintenance.
- SGH deployment still references 5,000 nurses and 500 doctors, proving operational depth.
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Benefits
- Mentorship Program