Head of Sales
At Workforce Optimizer · Singapore, Singapore, Singapore
- Sales
- Full-time
- Director or above
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Where you’ll work
Hybrid, based in Singapore
“Singapore, Singapore, Singapore”
From the location.
“Hybrid work setup with flexibility to manage enterprise and public-sector engagements”
From the job description.
Hybrid means some days in the office. The listing says how many, and where.
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- Posted
- 22 September 2026
- First seen by us
- 10 October 2026
- Last checked
- 12 hours ago
Job description
From Workforce Optimizer’s job post, as they wrote it.
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.
Read the full description
Key Responsibilities
1. 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
Requirements
Must-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
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