Skip to content

Open nowPosted 4 hours ago

Senior Design Manager - AI Monitoring & Management

Datadog436 open roles

Pay
$204,000 – $255,000 a year
Where
New York, New York, USA
Get the CV for this job

From $25 per CV, paid once. No subscription.

Your applicationOpen nowSenior Design Manager - AI Monitoring & ManagementDatadog · New York, New York, USA
  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Datadog's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

8.2% of postings close within 7 days. Measured by our own scanner across the market. Datadog postings stay open a median of 40 days.

Share of postings closed within
  1. 1.9%1 day
  2. 3.8%3 days
  3. 8.2%7 days
  4. 15.2%14 days
  5. 34.1%30 days
This job: posted 4 hours ago

Datadog median: 40 days open

The posting

This team owns what it takes for an organization to trust the AI it runs in production, from the GPU infrastructure that trains and serves models, to the agents and LLM systems built on top of it, to the cost and return those systems deliver to the business. When something fails, this team's work explains why and shows how it's affecting the outcomes customers actually care about. It's a fast-moving space with few established patterns, which gives this team real room to define what best-in-class looks like.

As Senior Design Manager, you'll lead a team of four designers across these three connected product areas, going deep enough on the domain (AI training and development workflows, evaluations, GPU infrastructure, agent debugging) to raise the quality bar, sharpen the product point of view, and mentor the team already doing this work. This is a leadership role built around modern, AI-native design practice: you'll lead and grow a team that builds directly in code rather than handing off static mocks, and you should have the capability to prototype and ship yourself where it has the most impact.

What You'll Do:

  • Go deep on the domain (AI training/development workflows, evals, GPU infrastructure, agent debugging) to the point of having independent, well-informed points of view
  • Drive end-to-end product experiences across Agent Observability, GPU Monitoring, and Agent Console, ensuring coherence across the three surfaces
  • Prototype and ship directly in code where it has the most impact, to demonstrate direction and quality, not as a substitute for the team's own execution
  • Lead and coach a team of four designers, raising their craft, product thinking, and fluency building with AI-native tools
  • Conduct regular 1:1s and career conversations; foster psychological safety and a culture of continuous improvement
  • Partner with Product and Engineering leadership to shape strategy, prioritization, and roadmap direction
  • Set and maintain a high bar for design quality across all output, including interaction design, visual design, coded prototypes, and user testing, and lead design critiques within the domain

Who You Are:

  • 10+ years in product design roles, with 3+ years in a design management or leadership position
  • Portfolio demonstrating end-to-end product design ownership and deep domain expertise in at least one complex area
  • Demonstrated ability to take an existing product area and visibly uplevel its craft and product ownership
  • Strong communication and influence skills; able to partner effectively with senior-level PMs and Engineers
  • Experience designing complex, data-heavy products
  • Capability to prototype and ship directly in code (Claude Code, Cursor, or similar), and comfort leading a team that works the same way
  • Demonstrated ability to mentor designers and raise their craft through coaching and example
  • Nice to have: experience designing developer tools, AI/ML products, or observability platforms, and comfort with ambiguity in a rapidly evolving space

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:

  • New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and design education
  • Intradepartmental mentor and peer coaching program
  • Inclusive company culture; access to Datadog Community Guilds (employee resource groups)
  • Free, global mental health benefits for employees and dependents age 6+
  • Competitive global benefits

Benefits and details may vary based on country of employment and employment nature with Datadog.

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:

$204,000—$255,000 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.

From $25, paid onceGet the CV for this job

What happens when you press

One press. We do the rest.

  1. A CV for this posting

    Written against Datadog's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.
  3. We apply on Datadog's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.
  4. Every reply, sorted

    Datadog's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.
  5. Reply with AI

    AI helps you write the email, checks it and sends it. We show you whether the recruiter read it.

  6. The interview in your calendar

    Full integration with your calendar. The invitation goes straight in.

    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
Get the CV for this job

From $25 per CV, paid once. No subscription.

Why it works

3×

more interviews than doing it yourself with ChatGPT.

ChatGPT writes a CV and never learns what happened to it. We see every reply. For each CV we know:

  • How it was written, and how the review scored it
  • When we applied, and how long after the posting went up
  • Which posting, which company, which city
  • Who got the interview, and who heard nothing

That is how we know which CVs get called.

Get the CV for this job

From $25 per CV, paid once. No subscription.

The numbers game

More applications. More interviews.

Every application goes out with its own CV, written for that posting and paid once. Send enough of them and the law of large numbers finds you the job.

By hand5–10
With CV Rocket100
applications a day

Nearby

Live postings like this one

Same employer first, then the same role elsewhere.

Before you press

Straight answers

Get the CV for this job

From $25 per CV, paid once. No subscription.

What if my background isn't good enough?

We make the most of the background you have. The CV uses every piece of relevant proof your profile holds, and one of the 25 readers reads your whole profile and flags what the CV left out.

Do you really apply for me?

Yes, on the employer's own form, the hardest ones included. Where a question needs you, you answer it right there and AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

Is it a subscription?

No. You pay once per CV, from $25. Every application goes out with its own CV, written for that posting.

One job. One CV.
Paid once.

Pick the posting you want. We write for it, apply for you and catch the reply.

Get the CV for this job

From $25 per CV, paid once. No subscription.