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Remote opportunity at
DatadogDirector, Enterprise Sales (SLED)
Datadog is seeking a Director, Enterprise Sales to lead, mentor, and hire a team of Enterprise SLED Sales Executives operating remotely. As a key player within…
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About this role
Director, Enterprise Sales (SLED) at Datadog is a full-time role. Work arrangement: Remote. Location: Not specified. The listed pay is USD 165,000 - 220,000/yr. It was posted on Nov 3, 2026. This listing is paused and not taking applications at the moment.
Job Description
Datadog is seeking a Director, Enterprise Sales to lead, mentor, and hire a team of Enterprise SLED Sales Executives operating remotely. As a key player within the State, Local, and Education division, this role focuses on driving new business and expansion bookings through the complete sales cycle as the company scales its presence in public sector markets. Datadog functions as a leading observability and security platform for the AI era, delivering unified stack visibility to global enterprises.
This position requires an experienced sales leader who can track productivity metrics, guide staff through complex negotiations, and collaborate closely with product, marketing, and success departments. The individual will oversee forecast meetings, participate in client discussions, and help team members cultivate C-level relationships across public sector accounts. The role involves regular travel to client sites using various modes of transportation based on business needs.
Datadog provides an inclusive culture alongside competitive earning opportunities, stock equity, and professional development programs such as MEDDIC sales training. The position features comprehensive health coverage, a retirement savings match, and paid time off.
Responsibilities
- Manage, hire, train, and onboard Enterprise SLED Sales Executives focused on new and expansion bookings
- Meet annual SLED bookings quotas via monthly and quarterly targets
- Oversee productivity metrics including win rate, deal size, and forecast accuracy
- Guide sales staff in building C-level relationships and handling complex public sector deals and pricing negotiations
- Partner with Marketing, Product, and Success teams to create targeted messaging and map customer journeys
- Lead weekly forecast sessions and join direct reports in prospect and client meetings
- Travel regularly to client sites across assigned territories and other regions
Requirements
- Have at least 5 years of overall Public Sector Sales experience working alongside SLED agencies
- Demonstrate experience managing a high-performing SLED sales team within a B2B technology organization
- Show expertise in managing complex sales cycles with multiple stakeholders
- Bring past success as an individual contributor closing complex deals
- Possess knowledge of selling into IT departments at the C-level
Core Skills
Benefits
- Yearly salary ranging from USD 165,000 to 220,000
- New hire stock equity and employee stock purchase plan
- Continuous professional development and product training including MEDDIC and Command of the Message sales training
- Comprehensive medical, dental, and mental health benefits package
- Retirement savings plan with match
- Pet adoption and insurance program
- Fitness reimbursements and paid time off
- Intra-departmental mentor and buddy program
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the location or remote policy for this role?
This position is designated as remote, though it requires regular travel to client sites using various modes of transportation based on business needs.
What is the salary range for the Director, Enterprise Sales (SLED) position?
The reasonably estimated yearly salary ranges from $165,000 to $220,000 USD, with potential for variable compensation, equity, and benefits.
What experience is required for applicants?
Candidates must have at least five years of overall public sector sales experience working with SLED agencies, prior experience managing a high-performing SLED sales team in a B2B technology company, and a background in closing complex deals.
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