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# Enterprise Sales Engineer – FED

Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move.

[Apply for this job](#job-application)[View company](https://jobicy.com/company/datadog.md)Share7 Sep 2026Published25Listing views3Application actions7 Oct 2026Apply before  Opportunity details

## About this role.

AI SummaryThis Enterprise Sales Engineer role partners with Account Executives to lead technical strategy for federal enterprise opportunities. The position owns discovery, tailored demonstrations, workshops, and end-to-end proof-of-value evaluations for Datadog’s observability and security platform. It requires deep customer-facing technical fluency across public cloud, Kubernetes, APM/tracing, security, developer experience, and observability. The role also develops technical champions, maintains deal rigor, relays field feedback to Product and Engineering, and works in a hybrid environment supporting remote employees in DC, Maryland, or Virginia.

## Role DNA

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

### Job Complexity

4/5EasyHard

### Pace & Pressure

5/5RelaxedFast-paced

### Autonomy Level

4/5GuidedFull ownership

### Communication Load

5/5IndependentCollaborative

AI insightThe role combines complex enterprise technical consulting with sales execution, multi-stakeholder alignment, and management of several concurrent opportunities. Success requires both credible cloud/observability expertise and the ability to influence technical and executive decision-makers.

## Salary analysis

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

Estimated job medianMarket rate$137,500US market range$115k–$175k0$193k

AI insightThe disclosed yearly base salary range is $118,000 to $157,000 USD, with a midpoint of $137,500. This is competitive for a mid-to-senior enterprise Sales Engineer in the US federal market; variable compensation and equity may be additional but are not quantified in the posting. The estimated broader US market range for comparable roles is approximately $115,000 to $175,000 in annual base pay, varying with technical depth, federal experience, and location.

## Core skills

Skills and capabilities most closely associated with this opportunity.

[Enterprise Sales Engineering](https://jobicy.com/jobs?search_keywords=Enterprise%20Sales%20Engineering.md)[Federal Sales](https://jobicy.com/jobs?search_keywords=Federal%20Sales.md)[Solutions Consulting](https://jobicy.com/jobs?search_keywords=Solutions%20Consulting.md)[Technical Discovery](https://jobicy.com/jobs?search_keywords=Technical%20Discovery.md)[Product Demonstrations](https://jobicy.com/jobs?search_keywords=Product%20Demonstrations.md)[Proof of Value](https://jobicy.com/jobs?search_keywords=Proof%20of%20Value.md)[AWS](https://jobicy.com/jobs?search_keywords=AWS.md)[Azure](https://jobicy.com/jobs?search_keywords=Azure.md)[Google Cloud Platform](https://jobicy.com/jobs?search_keywords=Google%20Cloud%20Platform.md)[Kubernetes](https://jobicy.com/jobs?search_keywords=Kubernetes.md)

Sample interview questionsHow would you structure a proof-of-value engagement for a federal enterprise evaluating Datadog?I would begin with discovery to identify priority use cases, stakeholders, technical constraints, security requirements, and measurable success criteria. I would then define scope, integration milestones, ownership, timeline, and executive checkpoints before validating outcomes against the agreed criteria and presenting a recommendation.

Describe how you explain observability to both engineering and executive audiences.

For engineers, I focus on practical workflows such as correlating logs, metrics, traces, and security signals to reduce time to resolution. For executives, I connect those capabilities to business outcomes such as improved service reliability, lower operational risk, faster delivery, and stronger customer experience.

How do you develop technical champions in a complex account?

I identify people who experience the problem directly and have influence with the broader buying group. I equip them with tailored use cases, validated results, implementation guidance, and concise internal-ready messaging so they can confidently advocate for the solution.

What would you do if a technical evaluation was slipping behind schedule?

I would quickly assess the blocker, confirm whether the original scope and success criteria remain realistic, and convene the accountable stakeholders. I would reset the plan with clear owners and dates, remove nonessential work where appropriate, and communicate risks early to maintain trust and momentum.

How do you balance supporting an Account Executive with independently leading the technical sales process?

I align with the Account Executive on account strategy, stakeholder mapping, desired outcomes, and next steps, while taking ownership of technical discovery, solution design, and evaluation execution. Regular coordination ensures the business and technical narratives remain connected without duplicating responsibilities.

As an Enterprise Sales Engineer, you’ll partner with Sales to help customers understand the value of Datadog and how it solves their most important technical and business challenges. You’ll lead technical evaluations, deliver compelling demos, and guide customers through the journey from discovery to successful adoption.

You’ll act as a trusted advisor, bridging business goals with technical solutions, and play a key role in winning new business and expanding existing accounts.

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:

* Own the sales process in partnership with Account Executives by leading and shaping the technical strategy across opportunities from PG to Closed Won
* Lead customer discovery to uncover technical challenges, business goals, and success criteria, then translate those needs into tailored Datadog solutions
* Deliver engaging product demos, technical presentations, and workshops that connect platform capabilities to customer outcomes
* Project manage technical evaluations (POVs) end-to-end: scoping use cases and requirements, defining success criteria, building a project plan with clear timelines, and holding all participants accountable to the process
* Identify and cultivate technical champions within customer accounts, empowering them to advocate for Datadog adoption and drive consensus internally
* Participate actively in structured product and engineering field feedback sessions, serving as the technical voice of the customer to help shape product direction
* Maintain operational excellence by ensuring activity, deal progress, and customer interactions are accurately documented and up to date in related systems
* Collaborate cross-functionally with Product, Support, and GTM teams to address customer needs and resolve technical blockers

Who You Are:

* 5+ years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role within an enterprise environment
* Skilled at navigating multi-stakeholder environments and adapting communication style to technical, business, and executive audiences
* Proficient background in public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, developer experience, observability
* Strong communication skills, with the ability to explain technical concepts to a range of audiences
* A consultative approach to problem-solving and customer engagement
* Ability to manage multiple opportunities and priorities in a fast-paced environment
* Growth mindset by embracing change and AI tools
* Willingness to travel as needed to support customer engagements

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:

* Best-in-breed onboarding
* Generous global benefits
* Intra-departmental mentor and buddy program for in-house networking
* New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
* Continuous professional development, product training, and career pathing
* An inclusive company culture, able to join our Community Guilds and Inclusion Talks

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:

$118,000—$157,000 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](https://www.instagram.com/datadoghq/?hl=en), [LinkedIn,](https://www.linkedin.com/company/datadog) and [Datadog Learning Center.](https://learn.datadoghq.com/)

Equal Opportunity at Datadog:

Datadog is proud to offer [equal employment opportunity](https://www.eeoc.gov/sites/default/files/2023-06/22-088_EEOC_KnowYourRights6.12ScreenRdr.pdf) 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](https://www.datadoghq.com/legal/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](https://docs.google.com/forms/d/e/1FAIpQLSeoJeduEZ2NdZF_65uZmWUrCM-zee7yADXX1s6Xr9zAGq8iKA/viewform). 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](https://www.datadoghq.com/legal/applicant-candidate-privacy/). For information on our AI policy, please visit [Interviewing at Datadog AI Guidelines](https://www.datadoghq.com/legal/interviewing-at-datadog-ai-guidelines/).

Show more

[Apply now >](https://jobicy.com/jobs/152720-enterprise-sales-engineer-fed.md)

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