About Datadog:
Datadog is the world’s leading monitoring service for cloud-scale applications, bringing together data from servers, databases, tools and services to present a unified view of your entire stack. These capabilities are provided on a SaaS-based data analytics platform that enables Dev and Ops teams to work collaboratively to avoid downtime, resolve performance problems, and ensure that development and deployment cycles finish on time.
The team
Sales Enablement is an integral part of the GTM Enablement organization at Datadog -- a team responsible for empowering all Go-To-Market (GTM) teams to drive Datadog’s next phase of growth. We’re interdisciplinary thinkers leveraging diverse backgrounds in business development, education, management consulting, law, finance and business operations to build, deliver and optimize Datadog’s enablement programs. Our sales enablement function partners with teams across Datadog - from leaders to other GTM teams - to ensure our company goals are met and our salespeople reach their potential.
The opportunity
Datadog is scaling rapidly, and we need world-class enablement to keep our go-to-market teams ahead of the curve. As our Director of Sales Enablement, you’ll lead a talented team of Field Enablement Managers who design and deliver training that powers our global Sales and Customer Success organizations.
In this role, you’ll partner with leaders across Curriculum & Strategy, Business Value, Sales, Customer Success, and Product Marketing to create programs that drive measurable impact in the field. But we’re looking for more than a training leader—you’ll be a visionary who pushes the team beyond “stand and deliver” workshops to become true business partners. You’ll empower the team to anticipate the needs of the field, prescribe data-driven solutions, and elevate performance at scale.
If you’re excited about shaping the future of enablement at a hypergrowth company—and raising the bar for what field enablement can deliver—we’d love to talk.
Responsibilities:
Lead and build a high-performing team of sales and customer success trainers as they execute world-class enablement programs to the field
Execute ongoing field training at Datadog: guide GTM teams through their learning journeys via sales kick off, quarterly business reviews, classroom sessions, e-learnings and other formats
Spearhead the Field Enablement team’s transition from facilitators to data-driven business partners and coaches who are able to proactively identify GTM knowledge/performance gaps and deliver targeted enablement solutions
Embed with our go-to-market teams and develop a clear understanding of the realities of selling Datadog in each region
Partner with SMEs and the Curriculum & Strategy team to design engaging live training experiences and measure the business impact of our training programs
Create one-to-one / one-to-few coaching programs that develop the most critical sales and sales leadership skills
Be the voice of the field (sales and CS teams): represent their perspective through your understanding of their needs and their strengths and weaknesses as you interface with cross-functional teams
Qualifications:
8 years of work experience including at least 4 years in sales enablement, L&D or other equivalent experience teaching others
3+ years of experience managing direct reports in highly complex / ambiguous environment
You’ve led classroom style instruction in your career and helped develop a curriculum
You’re a great listener with a high EQ and an intrinsic drive to help people grow
You have a strong aptitude for tying enablement programs to business impact
Proven track record of building and maintaining scalable programs
Agile mindset: proven ability to iterate, build minimum viable “products” and improve
Outstanding verbal and written communicator: you make the complex simple
Experience presenting to and planning summits for hundreds of people
Bonus points
You’ve worked as a seller or customer-facing rep
You’ve been a sales coach or an enablement business partner
Experience at a high growth Software-as-a-Service or technology company
Knowledge of DevOps or cloud technologies
Experience teaching or using MEDDICC
Experience building effective programs at our scale or greater
Advanced degree in teaching or education
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.
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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.
Datadog Dublin, Dublin, IRL Office
4th Floor, 1 Dockland Central Guild Street, Dublin, Ireland, DO1 E4XO
