Leadership Training Manager (Archived) | VirtualInterview.ai

Datadog is seeking a Leadership Training Manager to design, deliver, and scale impactful learning experiences that enable our employees to grow and thrive. This role includes live facilitation, program management, curriculum development, content design, impact and success measurement, and ongoing innovation. Your primary focus will be upskilling manager populations, including experienced and senior people leaders. You will also be the program owner for our in-house inclusion training, proactively tracking outcomes and driving the direction of this initiative while regularly delivering live sessions to Datadogs at all levels and roles. You will support additional projects, programs, and initiatives that advance the goals of our team and organization.

You’ll balance ongoing facilitation of high-impact manager, inclusivity, and other skill workshops along with the program management elements: refining curriculum, leveraging new tools and methodologies (including AI and microlearning), and ensuring programs adapt to meet evolving business needs.

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:

Facilitation

Facilitate dynamic in-person and virtual workshops on manager development, people leadership, inclusivity, and other growth topics.

Lead productive conversations about people management with audiences up to senior leadership (VP+), driving deep learning and lasting behavior change.

Create safe, inclusive spaces that engage and resonate with employees across different functions and global regions (AMER, EMEA, APAC).

Travel to different Datadog offices up to 30% of the time to deliver workshops – primarily domestic US, but also internationally as needed.

Program Management & Improvement

Manage learning programs end-to-end – guide the overall strategy and direction, drive decisions on content and delivery, proactively track outcomes, communicate with stakeholders, and make ongoing enhancements to ensure programs meet evolving business needs.

Partner cross-functionally to execute our programs effectively and pilot new content and modalities that scale and generate impact.

Use data insights to evaluate program effectiveness, propose meaningful improvements, align with stakeholders, and implement solutions.

Who You Are:

10+ years of relevant career experience, including 6-8 years supporting people managers within corporate or high-growth environments through live facilitation, executive coaching, or similar

Strong presence and adaptability as a facilitator across both in-person and virtual environments, with a track record of engaging audiences from various roles, levels, and geographies.

Demonstrated ability to own programs end-to-end – designing programs, developing content, delivering, measuring outcomes, and iterating for improvement.

Excellent communication and stakeholder management skills, with the ability to influence across levels, including senior leadership.

Ability to use various learning systems (e.g., LMS, content authoring platforms, AI tools) and eagerness to explore emerging learning technologies.

Willingness and ability to travel up to 30% of the time – primarily domestic US, but also internationally as needed.

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:

Generous and competitive global benefits

New hire stock equity (RSUs) and employee stock purchase plan

Continuous career development and pathing opportunities

Product training to develop an in-depth understanding of our product and space

Best in breed onboarding

Internal mentor and buddy program cross-departmentally

Friendly and inclusive workplace culture

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment 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:

$150,000—$180,000 USD

About Datadog:

Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers’ entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another. 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.

Leadership Training Manager

Job Description

Skills & Requirements