Head of GTM (SG & MY)

Ambition Singapore; Singapore; On-site; SGD 150,000 - 200,000; Full time

Job summary

Ambition Singapore seeks a commercially driven sales leader to scale enterprise growth across Singapore, Malaysia, and the broader Southeast Asian market. You will shape go-to-market strategy, win new business, expand partnerships, and drive revenue in enterprise, public sector, and mid-market accounts.

This is a hands-on leadership role for a builder who creates markets, develops commercial strategies, and leads complex consultative sales engagements with technology, SaaS, and related B2B

Qualifications

• Proven success in winning new enterprise business and developing strategic accounts.
• Experience selling complex solutions to senior stakeholders, including C-suite executives.
• Strong consultative sales approach with discovery, solution selling, and negotiations.
• Ability to generate pipeline through outbound prospecting, partnerships, events, and marketing-led initiatives.
• Experience across Singapore and Malaysia markets is advantageous.

Responsibilities

• Own and expand revenue growth across enterprise, SME, and government sectors.
• Identify, develop, and close new business opportunities with senior decision-makers across HR, Learning & Development, Technology, Operations, and Business Leadership functions.
• Drive strategic account planning and long-term client growth initiatives.
• Build and manage a healthy pipeline across multiple industries and market segments.
• Lead complex consultative sales cycles from initial engagement through proposal, negotiation, procurement, and contract closure.
• Partner with executive leadership on strategic opportunities while progressively taking ownership of key enterprise accounts.
• Develop scalable go-to-market strategies focused on AI adoption, workforce transformation, skills development, and digital capability building.
• Maintain pricing discipline and commercial governance while maximizing account value and profitability.

Skills

Enterprise sales

Strategic account management

Senior stakeholder engagement

Partnership development

Job description

An exciting opportunity has arisen for a commercially driven sales leader to build and scale enterprise growth across Singapore, Malaysia, and the broader Southeast Asian market.

Working closely with the Founder and leadership team, you will play a key role in shaping the go-to-market strategy, driving new business acquisition, expanding strategic partnerships, and accelerating revenue growth across enterprise, public sector, and mid-market accounts.

This is not a traditional corporate sales management role. It is a hands-on leadership opportunity for a builder who enjoys creating new markets, developing commercial strategies, and leading complex consultative sales engagements.

Candidates from technology, SaaS, consulting, professional services, education, corporate training, L&D, workforce transformation, HR solutions, and related B2B sales environments are encouraged to apply.

On-Target Earnings (OTE): SGD $150,000 - $200,000

Key Responsibilities

Enterprise Business Development

• Own and expand revenue growth across enterprise, SME, and government sectors.
• Identify, develop, and close new business opportunities with senior decision-makers across HR, Learning & Development, Technology, Operations, and Business Leadership functions.
• Drive strategic account planning and long-term client growth initiatives.
• Build and manage a healthy pipeline across multiple industries and market segments.
• Lead complex consultative sales cycles from initial engagement through proposal, negotiation, procurement, and contract closure.
• Partner with executive leadership on strategic opportunities while progressively taking ownership of key enterprise accounts.
• Develop scalable go-to-market strategies focused on AI adoption, workforce transformation, skills development, and digital capability building.
• Maintain pricing discipline and commercial governance while maximizing account value and profitability.

Partnerships & Ecosystem Development

• Establish and grow strategic relationships with corporations, industry associations, channel partners, technology providers, education institutions, and workforce development organizations.
• Represent the business at industry conferences, client events, networking functions, and executive roundtables.
• Identify partnership opportunities that create new revenue streams and long-term market presence.

Marketing & Demand Generation

• Collaborate closely with marketing teams to convert campaigns, events, thought leadership, and content initiatives into qualified business opportunities.
• Provide market feedback to improve messaging, positioning, and solution offerings.
• Support brand-building initiatives that strengthen market awareness and commercial credibility.
• Establish disciplined forecasting, pipeline management, and commercial reporting processes.
• Develop scalable sales methodologies, account plans, and best-practice playbooks.
• Coach and mentor junior sales professionals and solution consultants to strengthen consultative selling capabilities.

What Success Looks Like

Within the first 9-12 months, you will have:

• Built a strong and measurable enterprise sales pipeline across Singapore and Malaysia.
• Increased conversion rates throughout the entire sales cycle, from discovery through to contract signing and account expansion.
• Secured strategic enterprise customers that generate recurring revenue and long-term partnerships.
• Diversified revenue sources across industries, customers, and sales channels.
• Established a consistent commercial operating cadence with accurate forecasting and pipeline visibility.
• Strengthened the capability of the sales team through coaching, mentorship, and structured sales processes.

Who We're Looking For

You are likely an accomplished sales or commercial leader with experience selling high-value, consultative solutions into enterprise organizations.

Candidates may come from:

• Technology or SaaS
• Corporate Training & Education
• Learning & Development Solutions
• HR Technology or Workforce Solutions
• Professional Services & Consulting
• Digital Transformation
• Business Services or Enterprise Solutions

Preferred Experience

• Proven success in winning new enterprise business and developing strategic accounts.
• Experience selling complex solutions to senior stakeholders, including C-suite executives and business leaders.
• Strong consultative sales approach with expertise in discovery, solution selling, proposal development, and commercial negotiations.
• Demonstrated ability to generate pipeline through outbound prospecting, partnerships, events, referrals, and marketing-led initiatives.
• Experience working across Singapore and Malaysia markets is advantageous.
• Strong commercial acumen, forecasting discipline, and strategic thinking abilities.
• Comfortable operating in a fast-paced growth environment where resourcefulness and initiative are highly valued.
• Interest in emerging technologies, AI, automation, workforce transformation, or digital capability development.

We welcome applications from candidates currently selling into the education, training, learning & development, executive education, professional certification, or workforce development sectors, particularly those with experience engaging enterprise customers and managing consultative sales cycles.