[All remote jobs](https://jobicy.com/jobs.md)[![Datadog logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/c1654fc7-221.jpg)](https://jobicy.com/company/datadog.md)[Datadog](https://jobicy.com/company/datadog.md) # Senior Sales Engineer – FED AI Summary Datadog is hiring a senior sales engineer to lead technical strategy for federal enterprise opportunities. The role owns discovery, demonstrations, proof-of-value evaluations, architecture reviews, and technical responses to RFIs and RFPs. It requires deep expertise in public cloud, Kubernetes, observability, security, and regulated federal buying environments. The successful candidate will partner with account executives, agencies, systems integrators, resellers, and internal product and support teams. This hybrid US role also includes mentoring peers and improving reusable technical sales assets.[Apply for this job](#job-application)[View company](https://jobicy.com/company/datadog.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 149k–198k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished14 Nov 2026Apply before14 Dec 2026Listing views21Application actions1Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. Opportunity details ## About this role. As a Senior Federal Enterprise Sales Engineer, you’ll be a trusted technical advisor to federal customers and Sales. You’ll help agencies connect mission priorities, modernization programs, and operational risks to technical solutions. You’ll lead complex evaluations in regulated environments and shape the technical strategy for opportunities across hybrid, on-premises, and public cloud environments. You’ll own the technical evaluation experience from discovery through decision. You’ll influence agency stakeholders and coordinate with systems integrators, resellers, and technology partners. You’ll help customers and account teams address security, compliance, acquisition, and deployment requirements while setting accurate expectations about capabilities, prerequisites, and solution design. At [Datadog](https://jobicy.com/company/datadog.md), 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 discovery throughout the sales cycle to uncover technical challenges, mission and business goals, decision criteria, and success measures, then shape solution strategy and measurable business outcomes within applicable security, compliance, acquisition, and deployment requirements * Deliver engaging product demos, technical presentations, and solution workshops that connect platform capabilities to customer outcomes for diverse stakeholder audiences including executives * Own the technical strategy and response quality for RFIs, RFPs, proposal responses, and architecture reviews. Coordinate internal teams and partners to keep claims, dependencies, and deployment assumptions accurate and appropriately scoped * Full ownership of the technical evaluations (POVs) end-to-end: scoping use cases and requirements, defining competitive success criteria, aligning agency and partner stakeholders, building a project plan with clear timelines and decision points, surfacing risks and dependencies, and holding all participants accountable to the process * Identify, develop, and leverage technical champions across multi-stakeholder environments, building a structured plan for champion cultivation and influence throughout the deal cycle * Contribute to product direction through active participation in structured product and engineering field feedback sessions, bringing field insights and customer patterns to PM and engineering teams * Drive operational excellence by ensuring activity, deal progress, and customer interactions are accurately documented and up to date in related systems * Identify and proactively resolve technical and organizational blockers by collaborating across Product, Support, and GTM teams before customers are impacted * Contribute to team enablement by mentoring peers, sharing best practices, and creating reusable assets that scale knowledge across the region Who You Are: * 7+ years of experience in Sales Engineering, Solutions Engineering, or a technical customer-facing role within an enterprise environment * Experience leading complex federal sales cycles and technical evaluations involving agency stakeholders, systems integrators, resellers, and technology partners * Skilled at influencing and adapting communication across technical, business, and executive audiences * Advanced background in hybrid environments and public cloud (AWS, Azure, GCP), Kubernetes, APM/tracing, security, developer experience, and observability * Strong communication skills, with the ability to explain technical concepts to a range of audiences * A consultative, outcome-oriented approach to problem-solving and customer engagement * Demonstrated ability to manage multiple opportunities and priorities in a fast-paced environment * Experience mentoring peers or contributing to team enablement initiatives * Demonstrated capability of utilizing AI tooling and scaling it * Growth mindset of embracing change and being curious * 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. #LI-Hybrid 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: $149,000—$198,000 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/162148-senior-sales-engineer-fed.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a senior, highly technical customer-facing role involving complex federal procurement cycles, regulated environments, and multi-party evaluations. Success requires independent technical judgment, executive influence, and strong commercial discipline across multiple concurrent opportunities. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Market rate$173,500US market range (per year)$160k–$210k0$231.00k AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. Datadog explicitly states a yearly base salary range of $149,000 to $198,000 USD, with a midpoint of $173,500. A reasonable estimated US market base-salary range for a senior federal enterprise sales engineer is $160,000 to $210,000 yearly, excluding variable compensation, equity, and benefits. ## Core skills Skills and capabilities most closely associated with this opportunity. [Federal sales engineering](https://jobicy.com/jobs?search_keywords=Federal%20sales%20engineering.md)[Solution consulting](https://jobicy.com/jobs?search_keywords=Solution%20consulting.md)[Technical discovery](https://jobicy.com/jobs?search_keywords=Technical%20discovery.md)[Proof of value](https://jobicy.com/jobs?search_keywords=Proof%20of%20value.md)[AWS](https://jobicy.com/jobs?search_keywords=AWS.md)[Microsoft Azure](https://jobicy.com/jobs?search_keywords=Microsoft%20Azure.md)[Google Cloud Platform](https://jobicy.com/jobs?search_keywords=Google%20Cloud%20Platform.md)[Kubernetes](https://jobicy.com/jobs?search_keywords=Kubernetes.md)[Observability](https://jobicy.com/jobs?search_keywords=Observability.md)[APM and tracing](https://jobicy.com/jobs?search_keywords=APM%20and%20tracing.md)[Cloud security](https://jobicy.com/jobs?search_keywords=Cloud%20security.md)[RFP and RFI responses](https://jobicy.com/jobs?search_keywords=RFP%20and%20RFI%20responses.md)[Technical presentations](https://jobicy.com/jobs?search_keywords=Technical%20presentations.md)[Executive communication](https://jobicy.com/jobs?search_keywords=Executive%20communication.md)[Stakeholder management](https://jobicy.com/jobs?search_keywords=Stakeholder%20management.md) Sample interview questionsHow would you structure a proof-of-value evaluation for a federal agency?I would start by aligning on the agency's mission objective, technical use cases, stakeholders, security constraints, and measurable success criteria. I would document scope, prerequisites, timelines, responsibilities, risks, and decision points in a mutual evaluation plan. Throughout the evaluation, I would validate outcomes against the agreed criteria and communicate progress clearly to both technical and executive sponsors. How do you adapt a technical presentation for executive and engineering audiences? For executives, I lead with mission impact, risk reduction, operational outcomes, and measurable value. For engineering teams, I provide architecture detail, integrations, deployment assumptions, and hands-on demonstrations. I ensure both audiences receive a consistent message while using the depth and terminology that supports their decisions. Describe how you manage security and compliance concerns during a sales cycle. I identify security, compliance, acquisition, and deployment requirements early in discovery and involve the right internal specialists when needed. I provide accurate, well-scoped technical responses rather than overpromising, document dependencies, and ensure architecture recommendations align with customer controls. This approach reduces late-stage risk and builds trust with regulated buyers. How would you handle a technical blocker involving a systems integrator during an active opportunity? I would clarify the blocker, its owner, customer impact, and decision deadline with all relevant parties. Then I would create a focused action plan, bring in internal product or support experts as necessary, and maintain transparent communication with the account team and partner. My objective would be to resolve the issue quickly while preserving realistic expectations and evaluation momentum. What makes a technical champion effective in a complex federal deal? An effective champion has credibility with stakeholders, understands both the mission problem and the technical solution, and is motivated to drive change internally. I support champions with tailored technical materials, success metrics, architecture guidance, and stakeholder-specific messaging. I also avoid relying on a single contact by building a broader influence map across technical, business, procurement, and executive groups. Next step ## Apply now. Follow the employer’s application method and review Jobicy’s safety guidance before sharing personal information. Keep exploring ## Related remote jobs. * ![Datadog logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/c1654fc7-221.jpg) Datadog Nov 14 New ### [Senior Sales Engineer – Key Accounts](https://jobicy.com/jobs/162150-senior-sales-engineer-key-accounts.md) As a Senior Enterprise Sales Engineer, you’ll serve as a trusted technical advisor and strategic partner to both customers and Sales. You’ll lead complex technical evaluations, align solutions to business… * ![Datadog logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/c1654fc7-221.jpg) Datadog Nov 14 New ### [Senior Sales Engineer – AI Accounts](https://jobicy.com/jobs/162145-senior-sales-engineer-ai-accounts.md) As a Senior Sales Engineer on Datadog‘s AI Accounts team, you’ll serve as the technical lead for a small portfolio of the world’s leading AI labs — accounts that today… * ![Energy Exemplar logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2026/11/6aceab7de5ff-221.webp) Energy Exemplar Nov 14 New ### [Head of Solutions, Power Markets (West)](https://jobicy.com/jobs/162136-head-of-solutions-power-markets-west.md) About Energy Exemplar In an era where the world is rapidly advancing towards a cleaner future through decarbonization, Energy Exemplar’s mission lies in ‘Empowering Transformative Energy Decisions’. Founded in 1999… * ![TTC Global logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2026/11/4bf478ff4487-221.webp) TTC Global Nov 14 New ### [Account Director](https://jobicy.com/jobs/162130-account-director-5.md) About TTC Global Since 2004, TTC Global has helped high-profile organizations improve the quality of the software they depend on. We are an independent quality engineering and software testing consultancy… * ![Customer.io logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/b82146da-221.jpg) Customer.io Nov 14 New ### [Account Manager, AMER](https://jobicy.com/jobs/162119-account-manager-amer.md) About Customer.io Over 9,000 companies, from scrappy startups to global brands use our platform to send billions of emails, push notifications, in-app messages, and SMS every day. Customer.io powers automated… * ![Valdera logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2026/11/5de394b5a629-221.webp) Valdera Nov 14 New ### [Enterprise Account Executive (Europe)](https://jobicy.com/jobs/162098-enterprise-account-executive-europe.md) About Valdera: At Valdera, we empower innovators to turn ideas into reality by transforming how manufacturers source materials. We make it effortless for companies to find the best materials and… * ![Grafana Labs logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2021/11/42a3c42246467ec231dd876e92b63452.jpeg) Grafana Labs Nov 14 New ### [Major Account Executive | Remote | Sweden](https://jobicy.com/jobs/162096-major-account-executive-remote-sweden.md) Grafana Labs is the company behind Grafana Cloud, the fully managed observability platform trusted by more than 10,000 organizations to ensure reliability, resolve incidents faster, and optimize telemetry at scale…. * ![Anima logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2026/11/7f1b341a6771-221.webp) Anima Nov 14 New ### [Mid-Market Account Executive](https://jobicy.com/jobs/162094-mid-market-account-executive-10.md) I quit medicine because I kept watching patients die needlessly, for avoidable reasons. In almost every case, the medical knowledge and clinicians were there. It was the system that failed:… * ![Cresta logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2022/08/4d686e40b22cf2510b627c59afe5fd95.jpg) Cresta Nov 14 New ### [Manager, Sales Development – EMEA](https://jobicy.com/jobs/162090-manager-sales-development-emea.md) Cresta unlocks the true potential of the customer experience, turning every conversation into a competitive advantage. Cresta’s unified AI platform combines conversational AI agents, real-time human agent augmentation, and comprehensive… * ![Grafana Labs logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2021/11/42a3c42246467ec231dd876e92b63452.jpeg) Grafana Labs Nov 14 New ### [Major Account Executive | Remote | Germany](https://jobicy.com/jobs/162086-major-account-executive-remote-germany.md) Grafana Labs is the company behind Grafana Cloud, the fully managed observability platform trusted by more than 10,000 organizations to ensure reliability, resolve incidents faster, and optimize telemetry at scale…. [Browse all jobs](https://jobicy.com/jobs.md)