Datadog
Technology & SoftwareDirect Greenhouse career site

Director, Enterprise Sales

Pay
$158,000 – $210,000 per year
Location
San Francisco, CA · Hybrid
Job type
Full-time
Level
Director
Experience
5+ years
Listed
20 days ago

Skills & highlights for this role

  • enterprise sales
  • complex B2B sales cycles
  • C-level selling
  • quota management

Also useful

  • MEDDIC

Stated benefits & perks

  • Health
  • Dental
  • 401k match
  • Pet insurance

About the role

Our Director, Enterprise Sales will provide strategy, mentorship, and guidance for a team of Enterprise Sales Executives who are responsible for driving new business through the full sales cycle.

At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You'll Do

  • 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

Who You Are

  • 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
  • Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs

Additional information

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.

Benefits and Growth

  • High income earning opportunities based on self performance
  • 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

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.

The reasonably estimated yearly salary for this role at Datadog is

$158,000—$210,000 USD

About Datadog

Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.

Read the original posting

From Datadog's careers page, first listed on Rolev.ai on October 20, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

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Common questions

What is the salary for the Director, Enterprise Sales role at Datadog?

The Director, Enterprise Sales posting at Datadog states compensation of $158,000 – $210,000 per year. It is listed as a full-time position. Final pay may depend on location, experience, and interview evaluation on Datadog's official career site.

Where is the Director, Enterprise Sales job at Datadog located?

This Director, Enterprise Sales position at Datadog is located in San Francisco, CA (Hybrid). Always check Datadog's application page for specific state eligibility or relocation policies.

What qualifications are required for Director, Enterprise Sales at Datadog?

For the Director, Enterprise Sales role, Datadog highlights 5+ years of relevant experience; experience with enterprise sales, complex B2B sales cycles, C-level selling, quota management. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Director, Enterprise Sales position at Datadog?

This listing links directly to Datadog's Greenhouse application page. You can apply directly on Datadog's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.