Manager 2, Technical Enablement Management

Datadog, Inc.; Singapore; On-site; SGD 180,000 - 240,000; Full time

Job summary

Datadog, Inc. in Singapore is seeking an experienced APJ Enablement Leader to own the regional strategy for Sales and Customer Success. You will build demand, align training with business needs, and coach TEMs to achieve productivity and ROI targets across Japan, Korea, Southeast Asia, and ANZ markets.

The role requires a data-driven mindset, proven coaching cadence, and ability to scale enablement programs while collaborating with Sales, CS, Engineering, and Product.

Qualifications

• Seasoned people manager with proven revenue impact.
• Strong coach with defined onboarding frameworks and cadences.
• Built proactive enablement demand with Sales and CS; measurable results.
• Influences without authority; aligns stakeholders to goals.
• Culturally adaptable across APJ markets.
• Strategic, data-driven, with ROI-focused enablement programs.
• AI tooling capability with cloud, infra, monitoring knowledge.
• 5+ years in training, presales, post-sales, or customer-facing roles.
• Degree in Computer Science or Engineering, or equivalent.
• Willing to travel up to 25% across APJ.

Responsibilities

• Own APJ enablement strategy for Sales and CS; drive attach rates.
• Build upstream demand by engaging Sales and CS regionally.
• Scope requests, gate quality, align training demand to business need.
• Analyze adoption and ROI; scale or retire offerings.
• Develop internal sales tools and resources for customer training.
• Drive delivery consistency, content utilization, and reporting quality across TEMs.
• Lead intake, capacity planning, triage, prioritization, and time tracking.
• Lead, coach, and mentor APJ TEMs via 1:1s and evaluations.
• Monitor KPIs, diagnose gaps, balance workload toward 80% productivity.
• Champion AI for content prep, reporting, QA, scalable enablement delivery.
• Recruit, hire, and onboard team members.
• Collaborate with Sales, CS, Engineering, and Product on urgent needs.

Skills

People management

Coaching

Influence without authority

Data-driven strategy

AI tooling exposure

Travel availability

Mentoring

Cross-functional leadership

5+ years experience

Education

Computer Science or Engineering degree

Job description

What you'd do:

• - Own APJ enablement strategy for Sales and Customer Success, driving attach rates
• - Build upstream demand by engaging Sales and CS across the region at scale
• - Scope incoming requests, gate quality, and align training demand to business need
• - Analyze adoption and feedback to evaluate ROI and scale or retire offerings
• - Develop internal sales tools and resources that position training to customers
• - Drive delivery consistency, content utilization, and reporting quality across TEMs
• - Build intake, capacity planning, triage, prioritization, and time tracking mechanisms
• - Lead, coach, and mentor APJ TEMs through 1:1s, evaluations, and shadowing
• - Monitor KPIs, diagnose gaps, and balance workload toward eighty percent productivity
• - Champion AI for content prep, reporting, QA, and scalable enablement delivery
• - Recruit, hire, and onboard team members across the organization
• - Collaborate with Sales, CS, Engineering, and Product on urgent needs and process fixes

What they want:

• - Experienced people manager driving measurable business impact and revenue growth
• - Strong coach who built career frameworks, onboarding, and consistent coaching cadence
• - Built enablement demand proactively with Sales and CS, showing measurable results
• - Influences without authority and aligns stakeholders around shared goals clearly
• - Culturally adaptable across Japan, Korea, Southeast Asia, and ANZ per market
• - Strategic and data-driven, with track record scaling enablement programs and ROI
• - Demonstrated AI tooling capability with cloud, infrastructure, and monitoring knowledge
• - Five plus years in training, presales, post-sales, consulting, or customer-facing roles
• - Computer Science, Engineering degree, or equivalent hands-on technical experience
• - Travel up to twenty-five percent across APJ for adoption and cross-functional planning

Nice to have:

• - Energised pitching enablement services repeatedly to new internal audiences
• - Deliberate prioritizer who delegates and chooses what not to take on
• - Direct and calm when renegotiating scope and plans change at short notice Experienced people manager driving measurable business impact and revenue growth
• Strong coach who built career frameworks, onboarding, and consistent coaching cadence
• Built enablement demand proactively with Sales and CS, showing measurable results
• Influences without authority and aligns stakeholders around shared goals clearly
• Culturally adaptable across Japan, Korea, Southeast Asia, and ANZ per market
• Strategic and data-driven, with track record scaling enablement programs and ROI
• Demonstrated AI tooling capability with cloud, infrastructure, and monitoring knowledge
• Five plus years in training, presales, post-sales, consulting, or customer-facing roles
• Computer Science, Engineering degree, or equivalent hands-on technical experience
• Travel up to twenty-five percent across APJ for adoption and cross-functional planning