Director, Enterprise Sales
DatadogBoston, Massachusetts, USAPosted 19 March 2026
Job Description
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
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:
$190,000
$200,000 USD
About Datadog:
Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enablin ... (truncated, view full listing at source)
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