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Key Accounts Executive

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Remote from
USA
Salary
USD 128k–170k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
19 Nov 2026
Listing views
35
Application actions
2
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AI Summary

The role, at a glance.

Datadog is seeking an enterprise sales professional to win and expand strategic Fortune 100 accounts for its observability and security platform. The role owns outbound prospecting, multi-stakeholder deal strategy, cross-selling, commercial negotiations, and forecast accuracy. Candidates need at least five years of enterprise sales experience, a record of exceeding direct sales goals above $1M, and success closing large SaaS or infrastructure deals. The position is remote within specified US states and includes regular travel to customer sites. It is a senior individual-contributor sales role requiring strong autonomy, business acumen, and executive-level communication.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

4/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightWinning new Fortune 100 logos involves long, complex buying cycles, numerous decision-makers, and sophisticated commercial negotiations. The role also demands self-generated pipeline, precise forecasting, and consistent quota attainment.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$149,000
US market range (per year)$120k–$180k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. Datadog explicitly lists a yearly base-salary range of $128,000–$170,000 USD, with potential variable compensation and equity. The midpoint is $149,000 per year. The estimated US market range for a senior enterprise account executive selling complex SaaS or infrastructure solutions is approximately $120,000–$180,000 in annual base salary; total on-target earnings may be higher because of variable compensation.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How have you built pipeline and won a new enterprise logo in a complex account?

I start with account research to identify strategic initiatives, operating risks, and likely stakeholders. I build a multi-threaded outreach plan with a clear hypothesis of value, validate it through discovery, and coordinate technical and executive resources to create consensus around a business case.

Describe your approach to selling to multiple stakeholders within a Fortune 100 company.

I map the buying committee across economic, technical, operational, and security stakeholders, then tailor the message to each group's priorities. I maintain a mutual action plan that connects individual outcomes to an executive-level business objective and keeps the sales process aligned.

How do you forecast a large enterprise opportunity accurately?

I use evidence-based qualification, including confirmed business pain, executive sponsorship, technical validation, commercial process, and a defined decision timeline. I regularly inspect next steps, risks, and stakeholder engagement rather than relying on buyer enthusiasm alone.

How would you position an observability platform to a company migrating workloads to the cloud?

I would first understand the migration scope, reliability risks, current monitoring gaps, and the cost of slow incident response. I would then connect unified visibility across infrastructure, applications, security, and data to measurable outcomes such as faster issue resolution, improved reliability, and reduced operational complexity.

Tell us about a time you had to adapt your sales motion after a deal stalled.

In a stalled deal, I reassessed the stakeholder map and identified that the initial champion lacked access to the economic buyer. I introduced a quantified ROI case, engaged the relevant executive sponsor, and revised the evaluation plan around their business priorities, which restored momentum and led to a successful close.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

Our Key Accounts Executive will target and close new business within the largest, most strategic prospects in key, high potential companies. In this role you’ll be focused on understanding and uncovering the pain points these companies 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:

  • Develop and execute an outbound prospecting strategy tailored to specific Fortune 100 accounts
  • Drive a strategic, multi-threaded sales motion spanning multiple stakeholders and product suites
  • Cross-sell and navigate throughout complex accounts
  • Create, own, and grow your own accounts, demonstrating the value of the Datadog platform
  • Develop a deep comprehension of customer’s business
  • Work cross-functionally with marketing, and solutions engineering to drive coordinated efforts that support the outbound prospecting strategy
  • Negotiate favorable pricing and business terms with large commercial enterprises by selling value and ROI
  • 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 5+ years Enterprise Sales experience selling into Fortune 100 companies with the ability to win new logos
  • 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)
  • Self-starter mindset and resourceful by nature
  • Coachable and willing to adapt your sales motion as needed
  • 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:

  • New hire stock equity (RSU) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and career pathing
  • Intra-departmental mentor and buddy program for in-house networking
  • An inclusive company culture, opportunity to join our Community Guilds
  • Generous and competitive benefits package
  • Continuous career development and pathing opportunities

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:

$128,000—$170,000 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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