Role Overview

Join Datadog as Vice President, GTM Enablement & Business Value in New York, New York, and lead global efforts to empower sales and technical solutions teams while driving measurable revenue growth. Reporting directly to the Chief Revenue Officer (CRO), this strategic leadership role sits at the intersection of go-to-market strategy, revenue operations, and customer value creation. Ideal for seasoned SaaS leaders passionate about scaling high-growth cloud observability platforms like Datadog, you'll build world-class technical training, coaching functions, and business value consulting to quantify ROI for customers adopting Datadog's monitoring and security solutions.

Datadog's GTM Enablement and Business Value team connects go-to-market approaches to real customer outcomes in cloud observability, DevOps, and application performance monitoring. Leverage your expertise in solution selling methodologies like MEDDIC to equip sales teams to win complex enterprise deals in the competitive observability market.

Key Responsibilities at Datadog

• GTM Enablement Leadership: Build and execute global GTM enablement strategies supporting sales productivity, onboarding, and continuous learning for Datadog's cloud monitoring platform.
• Partner with Product Marketing, RevOps, Sales, and Technical Solutions leaders to develop playbooks, competitive positioning, and messaging frameworks highlighting Datadog's observability advantages.
• Lead scalable training programs on solution selling, deep product knowledge of Datadog's APM, infrastructure monitoring, and security features, plus deal execution best practices.
• Define and track critical enablement metrics including time-to-ramp, quota attainment, win rates, and pipeline velocity to optimize sales performance.
• Business Value & ROI Consulting: Build and manage a dedicated Business Value Consulting function delivering customized ROI analysis, TCO models, and executive business cases for Datadog prospects.
• Collaborate with Product and Marketing teams to create industry-specific value frameworks and benchmarks proving Datadog's impact on cloud cost optimization and performance.
• Support field teams in strategic deal cycles by providing quantitative business impact analysis to accelerate deal closures and expansions.
• Cross-Functional Strategy: Partner with CRO, CMO, and CSO to align all GTM initiatives with Datadog's aggressive corporate growth targets in observability and security.
• Influence Datadog's product roadmap with actionable customer feedback and value insights gathered from sales interactions.
• Team Leadership: Lead, mentor, and scale a high-performing global team of enablement managers, instructional designers, and business value consultants fostering excellence and innovation.

Qualifications & Requirements

• 12+ years progressive experience in GTM enablement, revenue operations, or value consulting within SaaS or enterprise software, preferably in cloud monitoring or DevOps spaces.
• 5+ years in senior leadership roles managing global, distributed teams across sales enablement functions.
• Proven track record driving improvements in key metrics: win rates, sales ramp time, average deal size, and quota attainment.
• Deep expertise in enterprise solution selling methodologies including MEDDIC, Command of the Message, and Challenger Sale.
• Strong business acumen to quantify customer ROI, build TCO models, and communicate value propositions to CFOs, CIOs, and C-suite executives.
• Exceptional communication, facilitation, and executive presence with experience presenting to board levels.
• Hands-on familiarity with sales tech stacks like Salesforce, learning management systems (LMS), and enablement tools.
• Passion for cloud-native technologies, observability, DevOps practices, and scaling SaaS businesses like Datadog.

Salary & Benefits

The estimated salary range for this VP-level role at Datadog in New York is $280,000 - $400,000 USD base annually, plus significant equity through RSUs, performance bonuses, and comprehensive benefits. Datadog offers competitive compensation reflecting market rates for senior GTM leaders in NYC's tech ecosystem.

• Generous health insurance covering family members
• New hire stock equity (RSUs) and employee stock purchase plan
• Commuter benefits for NYC transit
• Fitness reimbursements and wellness stipends
• Professional development budget and continuous career pathing
• Product training on Datadog's full observability suite
• Mentor and buddy programs across departments
• Inclusive, high-growth workplace culture

Why Join Datadog?

Datadog is the leading cloud observability and security platform powering digital transformation for thousands of innovative companies. As VP of GTM Enablement & Business Value, you'll play a pivotal role in scaling our go-to-market engine amid explosive growth in APM, infrastructure monitoring, log management, and cloud security. Work with interdisciplinary teams blending engineering, education, consulting, and ops expertise to connect customer value directly to revenue outcomes.

Thrive in a data-driven culture championing continuous improvement, innovation, and accountability. Enjoy NYC's vibrant tech scene while accessing global impact, generous equity upside, and endless career growth at a market leader in observability.

How to Apply

Ready to drive Datadog's GTM success? Apply now for the Vice President, GTM Enablement & Business Value role in New York. Submit your resume highlighting SaaS enablement achievements and sales metrics improvements. Join us to empower sales teams selling cutting-edge cloud monitoring solutions. Don't miss this leadership opportunity—positions fill quickly!