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Regional Director - Enterprise Sales

Datadog· Sales
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Hybrid (Osaka, Japan)full-timePosted 4w ago

About the role

Regional Director responsible for strategy, mentorship, and guidance of a team of Enterprise Sales Executives focused on new business through the full sales cycle in Osaka, Japan with regional travel.

Responsibilities

  • Manage, hire, train and ramp a team of Enterprise Sales Executives responsible for new and expansion bookings
  • Achieve annual Enterprise bookings quota with monthly and quarterly targets
  • Develop and manage Enterprise Sales Executives on productivity metrics such as deal size, win rate, and forecast accuracy as well as how to lead a customer through a proactive sales cycle
  • Coach Sales Executives through building executive relationships with Named Enterprise accounts in their territories and through complex Enterprise deals and negotiations
  • Shape the direction of the go-to market strategy and execution for your region
  • Work collaboratively with Marketing, Product and Success to build targeted messaging and collateral, and mapping a customer journey for the specific business needs of your region
  • Conduct weekly forecast meetings
  • Support direct reports by participating and leading in client and prospect meetings. Engaging other corporate resources as required

Qualifications

  • Experienced in managing a high performing Enterprise Sales team for a B2B technology company
  • A strong relationship builder with 5+ years of overall Enterprise sales experience working with Fortune 1000 companies
  • Confident in managing complex sales processes with multiple stakeholders and negotiations with pricing based on business value, legal and procurement
  • Knowledgeable in selling to C-level executives in the IT space
  • Experienced in setting quotas and managing people against those quotas
  • Passionate about coaching others with a successful track record as an individual contributor and can share relevant and complex closing experience with a growing team
  • Ability to travel to Tokyo approximately twice a month and work from the Tokyo office for several days per visit
  • Ability to travel within Japan, including to the Osaka area, for customer meetings and other business needs
  • Ability to travel internationally to the United States or within the APAC region up to four times per year for internal events and other business needs

Skills

Required:Enterprise sales leadershipC-level sellingQuota setting and management

Benefits

  • New hire stock equity (RSU) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and career pathing
  • Sales training in MEDDIC and Command of the Message
  • Intra-departmental mentor and buddy program for in-house networking
  • An inclusive company culture, opportunity to join our Community Guilds
  • Generous and competitive medical benefits package
  • Retirement savings match
  • Pet adoption and insurance program
Last updated Oct 22, 2026. Interested? Apply on the company site.

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