Director, Technical Solutions Enablement

New York, New York, USA

Our GTM Enablement & Business Value org scales value selling practices across the entire go-to-market organization by designing and delivering impactful enablement programs and working with customers directly to understand how customers realize value through Datadog.  We’re interdisciplinary thinkers leveraging diverse business backgrounds in engineering, education, management consulting, business operations (and more!) to define, manage and measure Datadog’s global go to market motion. We empower all of Datadog’s customer-facing teams with the right information, skills, and tools at the right time in order to maximize their ability to land, expand and drive Datadog’s next phase of growth.

The Director of Technical Solutions Enablement will lead a team to define and deliver the enablement strategy for our Technical Solutions go-to-market teams on a global basis.  We seek an inspirational people leader who can attract and coach exceptional talent while building a vision and culture for the team. You will partner with senior leaders across Technical Solutions to define their enablement needs and help your team distill and deliver on priorities that will truly make a difference to Datadog’s bottom line performance. You are someone who thrives in ambiguous and high-growth environments who excels at setting vision and strategy but also enjoys being “in the weeds'' in operations with a high level of attention to detail. This role reports to the Senior Director of GTM Enablement & Business Value and will be responsible for providing enablement to all technical GTM roles, including Sales Engineering, Support Engineering and Technical Post Sales teams.

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:

  • People leadership: lead a high-performing team of trainers, curriculum designers, and program managers in creating scalable and effective enablement programs

  • Operationalize everything: design robust systems that will scale as we growth our go-to-market headcount

  • Thought leadership: develop an enablement “roadmap” building towards a target state of learning and productivity at Datadog

  • Execute on plans: build consensus around your roadmap and bring it to life with best in class trainings and enablement programming

  • Follow up: maintain a regular reporting cadence ensuring that programs are working and adopted

  • Data-driven: measure the success of our enablement programs; identify skill set, knowledge and training program gaps in the field

  • Develop the field: ensure that each of our salespeople reaches their full potential

You Are:

  • 8+ years of work experience (with at least several years in a technical solutions, strategy or an enablement role)

  • 3+ years of experience leading people in highly complex / ambiguous environments

  • Strong quantitative skills: you like to run your own salesforce reports and debate data with your partners and stakeholders

  • Operational thinker: you thrive executing on clear plans and improving systems

  • Proven track record of building and maintaining scalable programs

  • Agile mindset: proven ability to iterate from minimum viable products

  • Outstanding verbal and written communicator: you make the complex simple

  • Team oriented and empathetic: you can work with analysts, engineers, reps, whomever!

  • BA/BS degree required

Bonus points

  • Experience at a high growth Software-as-a-Service or technology company

  • Knowledge of DevOps or cloud technologies

  • Experience enabling salespeople particularly with a structured methodology

  • Experience building effective programs at our scale or greater

  • Advanced degree such as an MBA or masters

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: 

  • High income earning opportunities based on individual performance

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

  • Continuous professional development, product training, and career pathing

  • Free, global Spring Health benefits for employees and dependents age 6+

  • Competitive global benefits

  • Giving programs

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:
$190,000$278,000 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 an Affirmative Action and Equal Opportunity Employer and 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 more. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.

Your Privacy:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice.