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Head of Enterprise Sales, Japan

Tokyo💼 Full-time🗓 2026-05-15 → 2026-07-31

Core

Lead enterprise sales strategy and team building for Datadog's Strategic Enterprise and Public Sector business in Japan.

Role type

Head of Enterprise Sales (Regional Leader)

Builds

Datadog's observability and security platform for AI-era businesses

Domain

SaaS / Cloud Observability / Security / Japan Market

Deliverable

production ML models | product features | dashboards & analysis | client delivery

Required skills

Enterprise B2B sales leadership, distributed team management, complex sales cycle navigation, value-based selling (MEDDICC), executive stakeholder influence, market expansion strategy, sales operations rigor, leadership coaching, alliance/channel partner management

Preferred skills

SaaS industry experience, public sector sales experience, ability to align Japanese sales style with global GTM strategy, public speaking at conferences

Technologies

Datadog platform, MEDDICC framework

Responsibilities

Recruit and develop a world-class team of Enterprise Leaders and sellers; Own Strategic Enterprise and Public Sector revenue contribution for the region; Define and execute segment-level growth strategies including net-new acquisition and multi-product adoption; Account for pipeline generation, forecast contribution, and deal inspection; Guide leaders through complex, multi-stakeholder sales cycles; Optimize sales motions and coverage models to improve win rates and deal velocity; Serve as an executive sponsor for strategic customers; Build lasting relationships with alliance and channel partners

Seniority

Senior, hands-on IC with leadership mandate

Rewrite
## About the Role Datadog is seeking a strategic, data-driven, and collaborative Head of Enterprise Sales to lead our organization in Japan to scale Datadog’s Strategic Enterprise and Public Sector business. This senior leader will own both the Enterprise and Public Sector strategy for their region, ensuring resources are deployed effectively to build pipeline creation, deal progression, and multi-product adoption across Datadog’s largest and most strategic accounts. This senior leader will be responsible for driving market expansion and establishing Datadog as a trusted strategic partner. Japan is a crucial market for Datadog’s growth, we have made a significant local investment with a local Data Centre, prominent real estate, more than 200 local staff to fully localize our products and services for Japanese customers. ## What You’ll Do - Recruit, build and develop a world-class team of Enterprise Leaders and sellers - Own Strategic Enterprise and Public Sector revenue contribution for your region and influence targets, ensuring consistent attainment across quarterly and annual targets - Define and execute segment-level growth strategies across enterprise customers, including net-new acquisition, platform expansion, and multi-product adoption. - Accountable for strong operating rigor across pipeline generation, forecast contribution, deal inspection, and account-level strategies. - Guide leaders through complex, multi-stakeholder sales cycles, including executive alignment - Ensure teams are consistently engaged at the right stage of the sales cycle to maximize impact, from discovery and executive alignment through technical validation and close. - Continuously optimize sales motions, coverage models, and plays to improve win rates, deal velocity, and productivity. - Develop strong leadership capability across your team by coaching on value selling excellence, executive engagement and influence. - Foster a culture of collaboration, accountability, and customer obsession - Serve as an executive sponsor for Datadog’s most strategic customers, supporting AEs in senior-level customer engagements. - Invest deeply in leadership development, succession planning, and career progression. - Build lasting relationships with alliance and channel partners in the Datadog ecosystem ## Who You Are - 10+ years of progressive enterprise sales experience within B2B sales in a technology company (preferably SaaS) - 7+ years in senior leadership roles managing distributed sales teams in complex, cross-functional GTM environments. - A proven Sales professional with a track record of building relationships and managing complex sales processes - Demonstrated success improving sales performance metrics such as win rate, deal size, pipeline quality, and forecast accuracy. - Strong command of value-based selling methodologies, with experience using common frameworks such as MEDDICC. - Executive presence with the ability to influence internal stakeholders and engage credibly with C-level buyers. - Hands-on, high EQ leader comfortable diving into deals, coaching leaders, and reinforcing operational rigor. - Comfortable leading through ambiguity and evolving market dynamics to proactively drive sustained growth. - Comfortable speaking at public forums and conferences - Ability to align Japanese sales style with global GTM strategy / translate global strategy and initiatives into Japan execution ## Benefits and Growth - Generous and competitive global and US benefits - New hire stock equity (RSUs) and employee stock purchase plan - Continuous career development and pathing opportunities - Best-in-breed onboarding - Internal mentor and buddy programs - Friendly, inclusive, high-performance workplace culture Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.
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