Director, Enterprise Sales

Datadog•San Francisco, CA
•$158,000 - $210,000•Hybrid

About The Position

The Director, Enterprise Sales provides strategy, mentorship, and guidance to a team of Enterprise Sales Executives responsible for driving new business through the full sales cycle. The role manages and develops the team, helps achieve annual Enterprise bookings targets, and shapes regional go-to-market strategy and execution. It works collaboratively with Marketing, Product, and Success to develop targeted messaging, collateral, and customer journeys suited to regional business needs. The position operates in Datadog’s hybrid workplace and requires regular travel to client sites within the area and other regions.

Requirements

  • Experience managing a high-performing Enterprise Sales team at a B2B technology company.
  • Strong relationship-building skills and 5+ years of overall Enterprise sales experience working with Fortune 1000 companies.
  • Ability to manage complex sales processes involving multiple stakeholders and negotiations, with pricing based on business value, as well as legal and procurement processes.
  • Knowledge of selling to C-level executives in the IT space.
  • Experience setting quotas and managing people against those quotas.
  • Passion for coaching others, a successful individual-contributor track record, and ability to share relevant complex closing experience with a growing team.
  • Regular travel to client sites within the area and other regions, using transportation such as car, train, or air, depending on business needs.

Responsibilities

  • Manage, hire, train, and ramp Enterprise Sales Executives responsible for new and expansion bookings.
  • Achieve the annual Enterprise bookings quota with monthly and quarterly targets.
  • Develop and manage Sales Executives against productivity metrics, including deal size, win rate, forecast accuracy, and proactive customer sales-cycle leadership.
  • Coach Sales Executives on building executive relationships with Named Enterprise accounts and on complex deals and negotiations.
  • Shape the direction and execution of the go-to-market strategy for the region.
  • Collaborate with Marketing, Product, and Success to create targeted messaging and collateral and map customer journeys to regional business needs.
  • Conduct weekly forecast meetings.
  • Support direct reports by participating in and leading client and prospect meetings, engaging other corporate resources as needed.

Benefits

  • High income-earning opportunities based on self-performance.
  • New-hire stock equity (RSUs) 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.
  • Inclusive company culture and opportunity to join Community Guilds.
  • Generous and competitive medical benefits package.
  • Retirement savings match.
  • Pet adoption and insurance program.
  • Healthcare, dental, parental planning, and mental health benefits.
  • 401(k) plan and match.
  • Paid time off.
  • Fitness reimbursements.
  • Discounted employee stock purchase plan.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service