Maryland, USA, Remote; Virginia, USA, RemoteRemoteEst. $100K – $100K
Posted May 15, 2026
Our Enterprise Federal sales team works with a best-of-breed product that solves real problems for our customers. Sellers follow a well-defined methodology that helps them identify the customer’s unique needs and clearly convey the value of the Datadog product. Whether you’re looking to learn from the best or be the best, the Datadog sales team is dedicated to furthering personal development and team success. We are searching for an experienced Federal, Civilian Sales Executive that has a real passion for technology and can deliver on bold revenue targets. As we continue to enter into bigger markets, and formalize our support for the Public Sector enterprise segment, this division within Datadog will blaze the path for organizational growth. This is a lucrative opportunity to break into new Civilian Agencies within a rich territory, as well work with accounts who are in a hybrid state and transitioning to the cloud.
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 and 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. 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.
