About this role.
Datadog is hiring an Enterprise Sales Executive to win new business with large, strategic Fortune 1000 prospects. The role owns prospecting, territory relationship mapping, value-based discovery, commercial negotiation, pipeline creation, and forecast accuracy. Candidates need at least three years of closing experience, demonstrated success against $1M+ sales goals, and experience selling technology solutions to enterprise buyers. This is a remote role tied to North Carolina or Tennessee that involves substantial client travel of up to 70%. Compensation includes a disclosed yearly salary range, equity, potential variable compensation, and benefits.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
4/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
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Sample interview questions
I segment accounts by strategic fit, identify business initiatives and technical triggers, map economic and technical stakeholders, and run coordinated outreach across phone, email, social, events, and partner channels. I measure activity-to-meeting and meeting-to-opportunity conversion weekly, then refine messaging based on the highest-performing segments.
I start by understanding the operational and financial impact of the customer's current problem, such as downtime, engineering inefficiency, security risk, or cloud-spend visibility. I connect capabilities to those outcomes, quantify the expected value with the buyer, and use that jointly validated business case to align decision-makers around urgency and ROI.
In a complex sale, I create a stakeholder map that identifies the champion, economic buyer, technical evaluators, procurement, security, and potential blockers. I document each group's success criteria, establish a mutual action plan with dates and owners, and maintain executive alignment so the evaluation remains tied to a business priority.
I qualify opportunities against clear stage-exit criteria, including confirmed pain, decision process, access to the economic buyer, technical validation, and a mutual close plan. I separate committed deals from upside based on evidence rather than optimism and update risks, next steps, and close dates immediately after material customer interactions.
I would first confirm the customer's desired outcomes, procurement process, and non-negotiables while protecting the value established during discovery. Rather than discounting in isolation, I would trade concessions for reciprocal commitments such as term length, scope, timing, reference participation, or payment terms, and involve internal stakeholders early for a coordinated strategy.
Our Enterprise Sales Executives target and close new business with Datadog’s largest, most strategic customers and prospects. In this role you’ll be focused on uncovering the pain points organizations face as they operate in or migrate to a cloud environment at scale as well as delivering the appropriate Datadog solution.
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:
- Prospect into large Fortune 1000 companies while running an efficient sales process
- Maintain, build and own specific relationship maps for your territory including existing relationships and aspirational contacts
- Develop a deep comprehension of customer’s business
- Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI
- Handle existing customer expectations while expanding reach and depth into assigned territory
- Demonstrate resourcefulness when faced with challenges that defy easy solution
- Have intuitive sense of necessary steps to close business and gain customer validation
- Identify robust set of business drivers behind all opportunities
- Ensure high forecasting accuracy and consistency
Who You Are:
- Someone with 3+ years closing experience (mix of field selling within mid-market or enterprise)
- Driven and have met/exceeded direct sales goals of 1M+ and operated with an average deal size of $100k+
- Able to demonstrate methodology to prospect and build pipeline on your own
- Experienced in working for an innovative tech company (SaaS, IT infrastructure or similar preferred)
- Experienced in selling into large Fortune 1000 companies with the ability to win new logos
- Able to sit up to 4 hours, traveling to and from client sites
- Able to travel via auto, train or air up to 70% of the time
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.
#LI-Remote
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:
$110,000—$120,000 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.
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