Braun Board

Enterprise Sales Engineer - UK/Ireland

Datadog · Remote · UK

Base
Not disclosed
OTE
Not disclosed
Posted
9mo ago

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

What Datadog sells

One place to watch cloud apps and security

An engineering team runs its apps on cloud servers, and when something slows down or breaks, it can be hard to tell why. Datadog lets them watch all of those systems in one place and spot problems and security threats. Teams can then find and fix issues faster and show the business results.

In plain English, from their own job posts. Something wrong? Tell us

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The Braun Read

Proceed with caution

A few things here deserve a hard look before you spend time on it.

Pay
No pay listed at all.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Pipeline
Doesn't say where pipeline comes from. Ask.
Time on market
Open 293 days. Ask why it's been hard to fill.
Company hiring
Ramping up: posted 9 sales roles in the last 30 days. That many open roles can also mean churn. Ask how many reps are still there from last year.

Red flags

None spotted.

Worth asking about

  • 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 flags

None spotted.

Based only on what the posting says. Flags 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 are the base and the OTE for this role?

    No point investing hours before you know the number.

  4. 4.

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

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

  5. 5.

    Where does pipeline come from: inbound, SDRs, or me?

    Tells you how much of your week is prospecting versus selling.

  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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The role

Technical sales engineer for Datadog's observability and security platform in UK/Ireland. You partner with AEs to run discovery, demos, and POVs, and to win new logos and expand existing accounts.

Enterprise · Mixed

Selling motion

Mixed

Who you're selling to

Buyer:
Technical champions within customer accountsIn their words: “Identify and cultivate technical champions within customer accounts, empowering them to advocate for Datadog adoption and drive consensus internally”
Company size:
Enterprise

Pipeline expectations

Not stated in the posting.

Compensation

The posting doesn't list pay.

What is not disclosed

This posting doesn't tell you:

  • Base salary
  • OTE
  • Quota size
  • Quota attainment
  • Average deal size
  • Territory
  • Sales cycle length

The questions above cover the big ones.

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. 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 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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