GTM Strategy and Operations Associate

We’re looking for an experienced Associate to join our growing GTM Strategy & Operations team. Our team solves complex problems that require insight, creativity, and execution through building scalable processes, tools, and systems for our rapidly growing global business. You will own the day-to-day management and strategy of the sales productivity tool ecosystem that powers our Sales and Customer Success organizations - including contact intelligence, outbound sequencing, and data enrichment platforms. Doing this successfully requires a deep understanding of the “day in the life” for field teams, strong vendor management skills, and the ability to translate business needs into tooling solutions that help Datadog grow 10x.

You Will

• Own the tool portfolio: Manage the strategy, lifecycle, and day-to-day administration of Datadog’s sales productivity tools, including contact intelligence, outbound sequencing, and data enrichment platforms
• Lead AI tooling strategy: Identify, evaluate, and pilot AI-powered tools and features that enhance sales productivity - from AI-assisted prospecting and enrichment to intelligent sequencing and personalization - and help define Datadog’s forward-looking AI tooling roadmap for the Sales and CS organizations
• Drive vendor performance: Manage vendor relationships, contract renewals, and commercial negotiations in partnership with Legal, Finance, and Procurement - including benchmarking tools against alternatives and driving competitive pricing
• Measure impact: Define and track success metrics across all managed tools (e.g., adoption rates, data quality, pipeline influenced) and use findings to make data-driven consolidation, expansion, or replacement decisions
• Partner with the field: Work closely with Sales and Customer Success to understand workflow needs and translate them into tooling improvements that directly improve rep productivity
• Lead enablement: Own tool onboarding, change management, and adoption programs in collaboration with the Sales Enablement team to ensure field teams get maximum value from every platform
• Evaluate new tools: Lead structured vendor evaluation processes (e.g., RFPs, pilots, POCs) for emerging platforms, including building business cases and presenting investment recommendations to GTM leadership
• Ensure seamless integration: Collaborate with GTM Systems to maintain and improve integrations between sales productivity tools, Salesforce CRM, and the broader GTM tech stack
• Set the standard: Build and enforce governance frameworks, acceptable use policies, and data hygiene standards across all managed tools to ensure consistency and compliance

Requirements

• Experience: 2-4+ years of experience in GTM Strategy & Operations, management consulting, banking, analytics, or a similar analytical field, ideally within SaaS or high‑growth B2B technology.
• AI innovation: Strong interest in exploring, launching, and scaling new GTM AI technologies to improve sales development productivity and effectiveness
• Vendor management: Proven ability to own vendor relationships and contribute to commercial negotiations, including renewals and expansions
• Tool fluency: Hands-on familiarity with the B2B sales technology landscape, including contact intelligence (e.g., ZoomInfo, Cognism), outbound sequencing (e.g., Groove, Salesloft, Outreach), and data enrichment tools (e.g., Clay, Clearbit, Crunchbase)
• Cross-functional collaboration: Strong track record of partnering with Sales and CS teams to identify pain points and drive tooling solutions from requirements through rollout
• Analytical mindset: Comfortable measuring tool adoption, ROI, and usage trends - and communicating those findings clearly to senior stakeholders
• CRM knowledge: Solid understanding of Salesforce CRM and how sales productivity tools integrate into the broader GTM tech stack
• Communication: Effective communicator, both written and verbal, with strong attention to detail and the ability to manage multiple projects simultaneously
• Ownership mentality: Self-starter who takes initiative, operates independently, and drives projects through to completion without heavy oversight

Bonus Points

• SaaS background: Experience at a high-growth B2B SaaS company managing a GTM or sales tool portfolio
• AI passion: Stays current on the latest AI news, has a passion for experimentation, has fully integrated AI into professional workflows, and vibe codes on the weekend
• Broader stack exposure: Familiarity with adjacent tools such as buyer intent platforms (e.g., Bombora, G2) or conversation intelligence (e.g., Gong)
• Technical aptitude: Working knowledge of APIs and how sales tools connect to CRM systems and data infrastructure
• Full-funnel experience: Experience supporting tool adoption across Sales Development, Account Executive, and Customer Success teams

Benefits & Growth:

• Generous and competitive benefits package
• New hire stock equity (RSUs) and employee stock purchase plan
• Continuous career development and pathing opportunities
• Employee-focused best in class onboarding
• Internal mentor and cross-departmental buddy program
• Friendly and inclusive workplace culture

#LI-Hybrid