Braun Board

Enterprise Sales Engineer - Rockies

Datadog · Remote · US

Game over? Still on their site, but open 3+ months.

New Business + Account Growth: you win new customers and grow existing ones.

Base
$118K–$157K
OTE
Not disclosed
Posted
4mo ago

Still open · checked 3h agoon Datadog's careers page

The job

What you'd do
Help very big companies in the Rocky Mountain region understand and test Datadog, from demos and trial projects to signed deals, working alongside sales reps. You'll win new customers and grow existing ones.
What you'd sell

Warns companies the moment their website or app breaks

When a company runs a website or app, somebody has to notice the moment something breaks. The problem is, if they notice late, customers notice first, and engineers end up hunting through many servers to find the cause. Datadog watches your apps and servers in one place, so the team hears about a problem before customers do and can see exactly where it started.

In plain English, from their own job posts. Something wrong? Tell me · More Developer & IT tools companies →

Who you'd sell to
Not stated in the posting.Ask: “Who's the economic buyer, and who else is in the deal?”
Where deals come from
Mostly handed to you: inbound leads or a set list of customers.

The Braun Read

Worth a look

Solid on the basics. Use the first call to fill in the gaps.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Time on market
Open 132 days. Ask why it's been hard to fill.
Company hiring
46 sales roles open, hiring at a steady pace. Ask how many reps they hired last year and how many are still there.

Red lights

  • Time on market. Open 132 days. Ask why it's been hard to fill.

Yellow lights

  • Open 90+ days. This role has been posted for three months or more. Ask why it's been hard to fill, and whether anyone left it.

Green lights

  • Gets leads from SDRs. You won't be building all of your own pipeline from zero.

Based only on what the posting says. Lights are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    This role has been open a while. What's made it hard to fill?

    The answer tells you what candidates saw that made them walk.

  2. 2.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  3. 3.

    What's the OTE, and what did the median rep earn last year?

    Base is what you're guaranteed. OTE and the median show the upside.

  4. 4.

    Who's the economic buyer, and who else is in the deal?

    Selling to a CFO and selling to a developer are different jobs.

  5. 5.

    What's the annual quota, and how was it set?

    A quota built from real data is a target. Otherwise it's a hope.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

› When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

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Full posting
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 - Participat e 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. #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: $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, 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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