Braun Board

Sales Development Representative - Summer 2027 Graduates (Boston)

Datadog · Boston, MA

Base
$50K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
Yesterday

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 1h agoon Datadog's careers page

What Datadog sells

Helps teams watch cloud apps for problems

A software team runs its apps on servers in the cloud, and it needs to see what is happening inside them. This product gives the team a clear view of its systems, so it can watch for problems and security risks. The payoff is measurable business results the team can point to.

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

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The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Brand new.
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.

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.

    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.

  2. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    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.

  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.

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The role

Entry-level outbound SDR role for Datadog in Boston. You'll cold call and email IT and technology prospects to qualify them and book discovery meetings for the sales team.

New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
IT and technology innovatorsIn their words: “help IT and Technology innovators across markets recognize Datadog’s impact in their digital transformation and migration to the cloud”
Industry:
IT and technologyIn their words: “help IT and Technology innovators across markets”

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$50K base

What is not disclosed

This posting doesn't tell you:

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

The questions above cover the big ones.

Full posting
Sales Development Representative As a Sales Development Representative (SDR), you will prospect, qualify, and generate customer leads to assist in Datadog’s overall business growth segment. By partnering with internal stakeholders, you will help IT and Technology innovators across markets recognize Datadog’s impact in their digital transformation and migration to the cloud. SDRs have the opportunity to grow their careers in Sales and continue contributing to Datadog team success. 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: - Collaborate cross-functionally with various Datadog teams - Drive initial prospect qualification and schedule discovery meetings - Develop, present, and implement strategies for acquiring new business - Conduct outbound outreach by cold calling and emailing prospective customers - Learn to follow a well-defined methodology to help identify a customer's unique needs Who You Are: - Motivated by a career in sales - Someone with an innate curiosity to learn - Have a desire to succeed alongside teammates - Proven in your written and verbal communication - Comfortable with being able to learn from rejection 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 experience, 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 global benefits 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: $50,000-$50,000 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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