Sales Director, Head of Asia

Milestone Systems; Singapore; On-site; SGD 180,000 - 280,000; Full time

Job summary

Milestone Systems seeks an experienced Director of Sales Asia to lead the regional commercial organization across Asia. This leader will drive revenue growth, sales execution, leadership development, and customer success, while building an executive-level network with distributors, partners, system integrators, and enterprise customers.

Reporting to the Chief Revenue Officer, the role focuses on elevating sales excellence, forecast accuracy, and pipeline discipline, delivering sustainable growth

Qualifications

• 12+ years of progressive sales leadership in enterprise software or related tech markets.
• Proven success leading geographically dispersed teams and revenue growth.
• Experience with two-tier distribution and channel models.
• Strong executive presence and stakeholder influence.
• Experience building regional go-to-market strategies.
• Fluent English; other regional languages a plus.

Responsibilities

• Develop and execute the Asia commercial strategy aligned with global growth objectives.
• Own and exceed regional sales targets through scalable operating discipline.
• Build and lead a high-performing sales organization across Asia.
• Foster accountability and collaboration with partners and customers.
• Represent Milestone at executive meetings and industry events.
• Partner with Product, Marketing, Customer Success, Finance, Sales Operations, and Global Channel leadership.

Skills

Enterprise software sales

Channel sales leadership

Executive relationship building

Strategic go-to-market planning

Team leadership and coaching

Forecasting and pipeline discipline

Cross-functional collaboration

Multi-product selling

English fluency

Global market knowledge

Travel willingness

Education

Bachelor's degree in Business or related field

Tools

CRM platforms

Job description

We are looking for an experienced Director of Sales to lead our commercial organization across Asia. This leader is accountable for the overall performance of the region, including revenue growth, sales execution, leadership development, customer success, and organizational capability.

This role requires an authentic and highly visible leader who combines commercial strategy with operational excellence. The successful candidate will build executive-level relationships across distributors, strategic partners, system integrators, consultants, and enterprise customers while developing a high-performing sales organization capable of delivering sustainable growth.

Beyond achieving annual sales objectives, this leader will elevate sales excellence across the region by strengthening leadership capability, improving forecast accuracy and pipeline discipline, increasing adoption of value-based and multi-product selling, and building a culture of accountability, coaching, and execution.

The Director, Sales Asia reports to the Chief Revenue Officer and serves as a member of the Global Sales Leader-ship Team, contributing to Milestone's global commercial strategy while representing the voice of the Asia market.

What You Will Do

Commercial Strategy and Growth

• Develop and execute the Asia commercial strategy aligned with Milestone's global growth objectives.
• Translate corporate strategy into clear regional priorities, execution plans, and measurable business outcomes.
• Identify market opportunities, competitive threats, and strategic growth initiatives across Asia.
• Own and exceed annual sales targets for the region.

Sales Leadership and Organizational Performance

• Build, lead, coach, and develop a high-performing regional sales organization across Asia.
• Foster a culture of accountability, collaboration, customer focus, and execution excellence.
• Develop sales leaders and employees through coaching, performance management, succession planning, and talent development.
• Build organizational capability by attracting, developing, and retaining strong commercial talent.
• Drive organizational alignment and consistency across the region while accounting for local market differences.

Customer and Partner Executive Engagement

• Build executive relationships with Milestone's largest customers, distributors, strategic partners, consultants, and system integrators across Asia.
• Serve as the executive sponsor for the region's most strategic customer relationships.
• Represent Milestone at executive customer meetings, industry events, and key commercial engagements.
• Partner with Global Channel leadership to support strategic distributor and partner relationships within the region.

Sales Execution and Operational Excellence

• Champion a modern, value-based sales methodology across the regional organization.
• Improve pipeline quality, forecast accuracy, CRM adoption, and sales operating discipline.
• Increase adoption of multi-product and solution selling across Milestone's portfolio.
• Deliver regional financial performance through effective planning, forecasting, and resource management.

Enterprise Leadership

• Serve as a member of the Global Sales Leadership Team, contributing to global commercial strategy and organizational priorities.
• Partner closely with Product Management, Marketing, Customer Success, Finance, Sales Operations, and Global Channel leadership to align execution.
• Represent the voice of the Asia market by providing customer and market insights that influence business strategy.

Professional Qualifications

• 12+ years of progressive sales experience within enterprise software, SaaS, IT, security, networking, infrastructure, or related technology markets, including significant sales leadership responsibility.
• Demonstrated success leading geographically dispersed sales teams and delivering consistent revenue growth.
• Extensive experience with complex two-tier distribution and channel sales models.
• Strong executive presence and the ability to influence customers, partners, employees, peers, and senior leadership.
• Experience strengthening or transforming sales organizations through coaching, operational discipline, and sales process excellence.
• Strong commercial, financial, and strategic business acumen.
• Experience developing regional go-to-market strategies and leading cross-functional execution.
• Deep understanding of Asian markets and the cultural and commercial differences across Asia, Korea, and Japan.
• Passion for developing people and building a high-performance culture rooted in accountability and collaboration.
• Bachelor's degree in Business or a related field is preferred.
• Experience with modern CRM platforms and sales methodologies is strongly preferred.
• Primary business language is English; fluency in English is required. Proficiency in additional languages relevant to the region is an advantage.
• Willingness and ability to travel regularly across Asia and internationally as business needs require.

What You Bring

You are an authentic, visible, and commercially minded leader who combines strategic thinking with operational discipline. You build trust with customers and partners, create clarity for your team, and act early when performance is off track. You are passionate about developing people and building a high-performance culture while working collaboratively across a global, matrixed organization.

Why Join Milestone

At Milestone Systems, you will join an international software company with a strong portfolio of video technology solutions and an ambitious strategy for the future. For more than 25 years, Milestone has helped organizations use video to see, understand, and respond to the world around them.Milestone is committed to creating a diverse and inclusive workplace and is proud to be an equal opportunity employer.