Head of Enterprise Sales

Datadog

Confirmed live 2 days ago High trust

Remote Hybrid

Quick summary

Work type: Remote
Location: Japan
Posted: 100 days ago
Freshness: Confirmed live 2 days ago

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Salary context

How this pay compares to similar roles

Similar $219k

$160k most similar roles pay here $278k

This listing doesn't post a salary. Most similar roles pay $172,275–$266,475.

Based on 240 similar postings.

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About Datadog

Datadog, Inc. is an American company that provides an observability service for cloud-scale applications, providing monitoring of servers, databases, tools, and services, through a SaaS-based data analytics platform.

Datadog currently has 266 open roles on FindRole.

Listed pay typically runs $161,000–$205,000 across 138 roles with salary data.

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At a glance

TL;DR · Head of Enterprise Sales

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Head of Enterprise Sales, Japan will lead the organization in Japan to scale the Strategic Enterprise and Public Sector business. This senior leader is responsible for owning regional revenue contribution, building a world-class team of enterprise leaders and sellers, and executing segment-level growth strategies including net-new acquisition and multi-product adoption. The role involves managing complex, multi-stakeholder sales cycles, ensuring operating rigor across pipeline generation and forecasting, and coaching teams on value selling excellence. The ideal candidate possesses over ten years of experience in B2B technology sales and seven years in senior leadership roles. Key competencies include mastery of value-based selling methodologies like MEDDICC, executive presence for C-level engagement, and the ability to align Japanese sales styles with global go-to-market strategies. The role focuses on solving challenges in full-stack observability across a diverse technology landscape.

Skills

SaaS Observability Security Cloud Migration DevOps MEDDICC Value Selling GTM Strategy

What you'll do

Recruit, build, and develop a world-class team of Enterprise Leaders and sellers in Japan.
Own the revenue contribution and influence targets for the Strategic Enterprise and Public Sector segments.
Execute growth strategies focused on net-new acquisition, platform expansion, and multi-product adoption.
Maintain operational rigor across pipeline generation, forecast accuracy, and deal inspection.
Guide leaders through complex, multi-stakeholder sales cycles and executive alignment.
Optimize sales motions, coverage models, and plays to improve win rates and deal velocity.
Serve as an executive sponsor for the most strategic customers in senior-level engagements.
Build and maintain relationships with alliance and channel partners within the Datadog ecosystem.

What we're looking for

10+ years of progressive enterprise sales experience in B2B technology (preferably SaaS).
7+ years in senior leadership roles managing distributed sales teams in complex, cross-functional GTM environments.
Proven track record of building relationships and managing complex sales processes.
Demonstrated success improving metrics such as win rate, deal size, pipeline quality, and forecast accuracy.
Strong command of value-based selling methodologies and frameworks like MEDDICC.
Executive presence with the ability to influence internal stakeholders and engage C-level buyers.
Ability to align Japanese sales styles with global GTM strategies and initiatives.
Comfortable speaking at public forums and conferences.

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