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Head of Enterprise Sales, Japan

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TokyoFull-timePosted 6mo ago

About the role

Strategic, data-driven leadership role to scale Datadog’s Strategic Enterprise and Public Sector business in Japan, owning region-specific Enterprise and Public Sector strategy, driving pipeline, deals, and multi-product adoption with a hybrid work model.

Responsibilities

  • 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

Qualifications

  • 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

Skills

Required:Enterprise sales leadershipStrategic account managementValue-based selling (MEDDICC)
Nice to have:Public sector enterprise sales

Benefits

  • 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
Last updated Oct 22, 2026. Interested? Apply on the company site.

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