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Director, Enterprise Sales (SLED)

Datadog

Remote · USFull-time$165–220K/yrPosted todayStill listed today

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At a glance

Compensation
$165–220K/yr
Location
Remote · US
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Datadog is seeking a Director of Enterprise Sales for its State, Local, and Education team to provide strategy, mentorship, and guidance to sales executives driving new and expansion business. The role manages a team, achieves bookings targets, and supports complex public-sector sales. Datadog describes its workplace as hybrid and notes that the role requires regular travel to client sites.

Skills & qualifications

RequiredNice to have

Skills

Sales ManagementBusiness DevelopmentLife CoachingRelationship BuildingSales PlanningNegotiationSLED Sales Team ManagementPublic Sector SalesComplex Sales ProcessesSales NegotiationC-Level IT SalesQuota ManagementSales Coaching

Qualifications

5+ Years Public Sector Sales Experience

Benefits

Tuition Assistance
Medical Insurance
401(k) Match
Dental Insurance
Parental Leave

Full job description

Our SLED sales team works with a best-of-breed product that solves real problems for our customers. Sellers follow a well-defined methodology that helps them identify the customer's unique needs and clearly convey the value of the Datadog product. The Datadog sales team is dedicated to furthering personal development and team success.

We are searching for an experienced Director, Enterprise Sales (SLED) that will provide strategy, mentorship, and guidance for a team of SLED Sales Executives who are responsible for driving new business through the full sales cycle. This is an established opportunity within the State, Local, and Education team, as we continue to enter into bigger markets, and formalize our support for the Public Sector segments. This division within Datadog will blaze the path for organizational growth. 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 SLED Sales Executives responsible for new and expansion bookings
  • Achieve annual SLED bookings quota with monthly and quarterly targets
  • Develop and manage Enterprise SLED 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 Public Sector accounts in their territories and through complex SLED deals and negotiations
  • 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 SLED Sales team for a B2B technology company
  • A strong relationship builder with 5+ years of overall Public Sector Sales experience working with SLED Agencies
  • 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

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: $165,000—$220,000 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. Equal Opportunity at Datadog: Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference. Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications. Privacy and AI Guidelines: Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.

How this job compares

Set against the 6,432 open Sales Manager jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This posting$165–220K/yr
  • Washington, D.C. median$119–160K/yr37 salary ranges
  • US median$95–143K/yr3,282 salary ranges

This range's midpoint, $193K, is 48% above the Washington, D.C. median midpoint ($130K) — in the top quarter of Sales Manager salary ranges in Washington, D.C..

Openings
Olive Jobs lists 42 open Sales Manager jobs in Washington, D.C. and 6,432 across the US. 8% of them nationwide are listed as remote or flexible.
Hiring the most in Washington, D.C.
Experience
This posting asks for at least 5 years of experience; Sales Manager postings that state a minimum ask for 5 years at the median (4,361 postings).
Education
772 of the 6,432 open Sales Manager jobs (12%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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