Role Overview

Datadog, the leading cloud monitoring and security platform, is seeking a dynamic Regional Director, Enterprise Sales to lead our Indonesia sales team in Jakarta. This high-impact leadership role drives Datadog's explosive growth in the Southeast Asia market by building and managing a world-class Enterprise sales organization. You'll spearhead the full sales cycle for Fortune 500 companies adopting Datadog's observability platform to monitor their complex cloud-native environments.

As Enterprise Sales Director, you'll recruit top talent, crush aggressive bookings quotas, and shape go-to-market strategies tailored to Indonesia's rapidly evolving tech landscape. With deep expertise in Cloud infrastructure monitoring, DevOps practices, and microservices architecture, you'll empower your team to deliver massive business value to C-level executives at Indonesia's largest enterprises.

Datadog's platform provides end-to-end visibility across applications, infrastructure, logs, and security – making you the strategic partner enterprises need for digital transformation success. This role offers unlimited earning potential through performance-based commissions plus equity in a NASDAQ-listed SaaS leader (DDOG).

Key Responsibilities at Datadog

• Build and Scale Elite Sales Team: Recruit, hire, train, and ramp high-performing Enterprise Account Executives focused on new logo acquisition and expansion revenue.
• Crush Bookings Quotas: Achieve and exceed annual Enterprise bookings targets with monthly/quarterly cadences in Indonesia's competitive market.
• Drive Sales Excellence: Coach executives on productivity metrics including average deal size, win rates, pipeline velocity, and forecast accuracy.
• Master Complex Deals: Guide team through executive relationship building, multi-stakeholder negotiations, and value-based pricing discussions.
• Shape GTM Strategy: Define regional go-to-market execution including territory planning, account segmentation, and competitive positioning.
• Cross-Functional Leadership: Partner with Marketing, Product Management, and Customer Success to develop targeted campaigns and customer journey mapping.
• Forecast Mastery: Lead weekly pipeline reviews and strategic business reviews with regional leadership.
• Executive Presence: Join critical customer meetings, quarterback deal strategy, and leverage corporate resources for 6-7 figure wins.
• Market Expansion: Identify new industry verticals and account clusters ripe for Datadog adoption in Indonesia.

Qualifications & Requirements

The ideal candidate brings proven Enterprise sales leadership success in Indonesia's B2B technology market:

• 10+ years total Enterprise sales experience including 3+ years managing teams selling to 5000+ employee organizations
• Demonstrated success building high-performing sales organizations from the ground up
• Technical fluency in modern IT stack: Cloud platforms (AWS, Azure, GCP), microservices, DevOps, SaaS, Kubernetes, SRE practices
• Proven complex sales cycle management with C-level engagement, legal review, and procurement navigation
• Track record consistently exceeding quota through team development and individual contribution
• Comfortable with regular travel across Indonesia and region for customer meetings

Datadog celebrates diverse backgrounds. If you're passionate about cloud observability and sales leadership, we encourage you to apply even if you don't check every box.

Salary & Benefits

Total Compensation: $180,000 - $300,000 USD OTE (base + uncapped commission) plus equity. Actual compensation varies based on experience and performance against quota.

• Competitive base salary with industry-leading commission accelerator
• New hire RSU equity grants vesting over 4 years
• Employee Stock Purchase Plan (ESPP) at discount
• Comprehensive family medical, dental, vision coverage
• Retirement savings with employer match
• Adoption, fertility, pet adoption, childcare reimbursement programs
• Fitness/wellness stipends and commuter benefits
• World-class sales training (MEDDIC, Command of the Message)

Why Join Datadog?

Datadog isn't just another SaaS company – we're the definitive cloud observability platform powering digital transformation for the world's largest enterprises. Our 20,000+ customers including Peloton, Samsung, and Slack trust Datadog for real-time insights across their entire technology stack.

Indonesia Growth Story: We're aggressively expanding in Southeast Asia with massive investment in local teams. Join at the ground floor of our Indonesia market dominance.

Career Acceleration: Unlimited upward mobility in a meritocratic culture. Top performers earn 2x+ OTE and fast-track to VP-level roles.

Engineering-First Culture: Built by engineers for engineers. Weekly product demos, hackathons, and direct access to product teams.

Inclusive Community: Join our Community Guilds (Women@Datadog, Pride@Datadog, Parents@Datadog) and global all-hands celebrations.

How to Apply

Ready to lead Datadog's Indonesia conquest? Click 'Apply Now' to submit your resume and join our talent community. Our recruitment team reviews applications within 48 hours.

Application Tips:

• Include quota attainment history and team management results
• Highlight experience selling technical solutions to Indonesian enterprises
• Share your vision for scaling Enterprise sales in Southeast Asia

Datadog is an Equal Opportunity Employer committed to diversity. Learn more about #DatadogLife on Instagram and LinkedIn.