Director, Enterprise Sales (SLED)
Datadog
Washington, DC · Posted November 3, 2026
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Where Washington, DC ranks
Where Washington, DC placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Cities hosting the most business conferences in the Mid-Atlantic104 conferences · of 12
- #1Cities hosting the most government & public sector conferences18 conferences · of 29
- #1Cities hosting the most accounting & audit conferences8 conferences · of 14
- #1Cities hosting the most finance conferences9 conferences · of 24
- #1Cities hosting the most legal conferences10 conferences · of 10
- #2Best cities for sales pay after cost of living$169k · of 45
Rankings about sales jobs
- Best cities for sales jobs #1 New York (2,774 openings)
- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
- Most requested AI skills in sales jobs #1 AI tools in daily work (4.1%)
- AI tools named most often in sales jobs #1 Gong (0.93%)
- Employers with the most sales jobs #1 Charter Communications (389 roles)
How AI is used in this kind of work
AI use among sales managers is little observed so far. Measured exposure for sales managers: 4% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
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About the job
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.
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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 .