Technical Enablement Manager 3 - EMEA (Italian Speaking)

WinsAbove; Amsterdam; On-site; EUR 90,000 - 120,000; Full time

Benefits offered by this job

New hire stock equity (RSUs)

Employee stock purchase plan (ESPP)

Generous global benefits

Job summary

Datadog is seeking a Technical Enablement Manager to lead foundational and advanced training for our largest customers, helping them integrate Datadog across IT operations and realize business value.

You will deliver tailored sessions, mentor new hires, collaborate with product and engineering, and maintain high CSAT scores while staying current on observability trends and DevOps practices. This role requires travel up to 20% and fluency in English and Italian.

Qualifications

• Seasoned technical trainer or enablement professional with 5+ years of experience in cloud-native or observability environments.
• Proven ability to drive high CSAT scores across customer training engagements.
• Experience creating or updating enablement content to improve training quality and scalability.

Responsibilities

• Lead foundational enablement webinars independently with consistency and clarity.
• Deliver technical enablement training tailored to customer goals while maintaining CSAT scores.
• Mentor new hires and share best practices in enablement delivery and customer engagement.
• Collaborate with Product, Engineering, and Technical Services to provide actionable feedback on features and enablement offerings.
• Own and improve recurring in-person enablement events and contribute to team OKRs.
• Stay informed on observability trends and DevOps practices to enhance customer engagements.

Skills

Technical training

Content development

Customer engagement

Public speaking

Mentoring

Observability

Cloud-native technologies

Presentation skills

Education

Industry-related certification (AWS/Kubernetes)

Tools

Python

JavaScript

Ruby

Docker

Kubernetes

Chef

Puppet

Jenkins

GitLab

Job description

We are Datadog's in-house product experts. The Technical Solutions team (Datadog’s post-sales enablement function) enables Datadog's worldwide growth by educating potential clients and ensuring that existing customers are happy and successful. A Technical Enablement Manager (TEM) provides advisory services to our largest customers by providing targeted technical training over the comprehensive suite of products and features available at Datadog. TEMs plan and lead educational sessions to ensure customers know how to integrate Datadog into their IT Operations and how it translates to business value.

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:

• Lead Foundational Enablement Webinars on a wide range of topics independently ensuring consistency and clarity.
• Deliver Technical Enablement training by facilitating customized, high-engagement sessions tailored to customer-defined goals and topics, maintaining strong Customer Satisfaction (CSAT) scores within normal lead time.
• Identify, update, and iterate on Foundational Enablement content to keep pace with evolving customer needs and platform capabilities.
• Partner with Sales, Customer Success, and TEM leadership to scope and position enablement services that align with customer priorities and drive adoption.
• Mentor new hires, providing guidance on best practices in enablement delivery and customer engagement.
• Collaborate with Product, Engineering, and Technical Services teams to provide structured, actionable feedback that improves both product features and enablement offerings.
• Perform internal enablement for cross‑functional technical teams (Engineering, Support, Customer Success, etc.).
• Own, deliver, and continuously improve a recurring in‑person Foundation Enablement event (as assigned) ensuring consistent impact and long‑term success.
• Contribute to at least two team Objectives and Key Results (OKRs) efforts annually to advance enablement operations and offerings.
• Stay informed on observability concepts, industry trends, and DevOps practices; contribute insights to enhance customer engagements. Lead at least one field workshop per year or serve as a teaching assistant across multiple topics.

Who You Are:

• A seasoned technical trainer or enablement professional with 5+ years of related experience in cloud-native or observability environments.
• Strong foundation in observability, monitoring, or cloud-native technologies, with the ability to quickly develop expertise in Datadog’s core areas (Infrastructure, Logs, APM) and continually expand into additional product areas over time.
• Strong knowledge of at least one major cloud provider (AWS, Azure, GCP) and hands‑on experience with modern automation and development tooling (scripting, CI/CD, containerization, configuration management).
• Recognized for expert presentation skills, with the ability to communicate technical concepts clearly to diverse audiences - from technical practitioners to executives.
• Proven success in driving high CSAT scores across customer training engagements.
• Experienced in creating or updating enablement content to improve training quality and scalability.
• Able to demonstrate professional judgment in solving diverse problems and managing customer interactions.
• Mentor‑minded, comfortable supporting the growth of peers and new hires.
• Successfully completed at least one industry‑related certification (e.g., AWS, Kubernetes, or other relevant areas).
• Hands‑on experience with modern automation and development tooling, including scripting languages (Python, JavaScript, Ruby), configuration management (Chef, Puppet), CI/CD platforms (Jenkins, GitLab), and containerization technologies (Docker, Kubernetes), along with familiarity with DevSecOps practices.
• Willingness to travel up to 20% of the time as needed.
• Fluency in English & Italian required.

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

Equal Opportunity:

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.