Senior Sales Director – Singapore

Reports to: Managing Director, Southeast Asia

Location: Singapore

Mission / Role Purpose

Cloudwise is looking for a highly driven Senior Sales Director to accelerate our growth in Singapore, with a strong focus on acquiring new enterprise customers and expanding our presence across strategic accounts.

This is a hunter role, ideal for an entrepreneurial sales leader who thrives on opening new accounts, building executive relationships, creating opportunities and personally driving complex enterprise deals through to closure.

The successful candidate will own an assigned territory and strategic accounts, with responsibility for new-logo acquisition, pipeline creation, revenue growth and market development. As Cloudwise expands from its strong foundation in AIOps, ITOM, APM and Observability into broader Enterprise AI Solutions, the role will also play a key part in developing AI opportunities and helping customers translate AI capabilities into practical business value.

Key Responsibilities

New Business & Strategic Account Development

• Own the end-to-end enterprise sales cycle for the assigned territory, with a strong focus on new-logo acquisition, pipeline growth and achievement of committed sales targets.
• Develop and execute Strategic Account Plans for named major accounts, proactively creating opportunities through direct prospecting, executive networking and account-based selling.
• Build comprehensive stakeholder maps, identifying key decision makers, influencers, informants, coaches and champions, while developing relationships across multiple levels of the customer organization.
• Engage C-suite and senior executives to understand their business priorities, transformation initiatives and technology roadmaps, and personally drive complex opportunities through to closure.
• Maintain a healthy and qualified pipeline with disciplined opportunity management, accurate forecasting and effective commercial negotiation.

AI & Enterprise Technology Solution Selling

• Engage customers on AI transformation, GenAI, Agentic AI and enterprise AI use cases, identifying opportunities where AI can deliver measurable business and operational value.
• Provide consultative solution selling across AI Solutions, AIOps, Observability, APM, ITOM, ITSM and related enterprise technology platforms.
• Work closely with presales, product and technical teams to translate customer requirements into compelling solutions, business cases, presentations and proposals.

Ecosystem & Market Development

• Develop and leverage relationships with system integrators, technology partners, cloud providers and other ecosystem players to create and accelerate business opportunities.
• Monitor customer priorities, market trends and competitive developments to identify new growth opportunities and provide relevant market feedback to the organization.
• Represent Cloudwise at customer meetings, industry events and executive networking activities to strengthen market presence and build strategic relationships.

Knowledge, Skills & Experience

Enterprise Sales & Market Experience

• 10+ years of enterprise technology sales experience, with a strong hunter mentality and proven track record in new-logo acquisition, strategic account development and achievement of sales targets.
• Strong experience selling into Singapore enterprise customers, particularly Financial Services (FSI) and/or Government/Public Sector, with an established network and ability to engage C-suite and senior decision makers.
• Proven ability to manage complex enterprise sales cycles, develop strategic accounts, negotiate commercial agreements and mobilize internal and external teams to successfully close high-value opportunities.

AI & Technology Experience

• Demonstrated experience selling Enterprise AI Solutions and/or engaging customers on AI transformation, GenAI, Agentic AI and AI-enabled business solutions.
• Strong understanding of how AI and emerging technologies can address business and operational challenges and ability to communicate their value to senior executives.
• Experience selling enterprise software or SaaS solutions, preferably involving AI, AIOps, Observability, APM, ITOM, ITSM, Cloud Management or related enterprise technology platforms.

Communication

• Exceptional executive presence with strong presentation, negotiation and communication skills, and the ability to engage effectively with C-suite and senior management.
• Strong business and analytical acumen with the ability to translate complex technology into clear and compelling business value.
• Fluent in English; Mandarin is an advantage, particularly for collaboration with China support teams.