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Open nowPosted 12 days ago

Head of Sales

Workable (global search)108,016 open roles

Where
Singapore
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Your applicationOpen nowHead of SalesWorkable (global search) · Singapore

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The clock on this job

Early applications get read.

7.9% of postings close within 7 days. Measured by our own scanner across the market. Workable (global search) postings stay open a median of 7 days.

Share of postings closed within
  1. 1.6%1 day
  2. 3.6%3 days
  3. 7.9%7 days
  4. 14.9%14 days
  5. 34.0%30 days
This job: posted 12 days ago

Workable (global search) median: 7 days open

The posting

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 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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