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DatadogDatadog

Field Enablement Manager, Sales Enablement

Leads onboarding, training, reinforcement, and coaching programs for Sales and Customer Success teams across AMER. Requires 3–5 years in sales or field enablement, strong facilitation and business acumen, and familiarity with sales methodologies and SaaS environments.

About the job

Responsibilities

  • Deliver live and virtual enablement sessions for global Sales and Customer Success teams, including onboarding, ongoing training, and reinforcement programs.
  • Administer program certifications by scoring and evaluating submissions against established rubrics and providing structured feedback.
  • Conduct field listening through shadowing, one-on-ones, and leader syncs to identify business needs, gaps, and strengths across AMER markets.
  • Lead reinforcement and coaching through role plays, deal clinics, and skill-practice sessions that connect training to measurable behavior change.
  • Partner with Curriculum, Program Management, and Operations to share field insights and pilot or co-build content.
  • Build trusted relationships with first-line Sales leaders, diagnose challenges, and deliver ad hoc training for emerging needs.
  • Use AI tools to synthesize field feedback, surface patterns, accelerate delivery and reinforcement, and model effective AI use.

Requirements

  • 3–5 years of experience in sales enablement, field enablement, training, or a related go-to-market role.
  • Proven experience supporting Sales and/or Customer Success teams in a SaaS or technology environment.
  • Strong facilitation skills and experience delivering engaging live and virtual training to senior audiences.
  • Familiarity with sales methodologies such as MEDDICC, Command of the Message, Challenger, or Sandler.
  • Strong business acumen and comfort using performance data, field feedback, and qualitative insights to inform decisions.
  • Foundational knowledge of Datadog and/or the broader technology industry, including Infrastructure, APM, and Logs.
  • Ability to connect product capabilities to customer value.
  • Strong collaboration, relationship-building, organization, adaptability, and independent execution skills.
  • Willingness and ability to travel approximately 25% across AMER.

Nice to Have

  • Certification in a sales methodology.
  • Experience with Asana or similar project management tools.

Compensation and Benefits

  • Annual salary of $86,000–$115,000 USD.
  • Competitive benefits package, including healthcare, dental, parental planning, mental health benefits, 401(k) plan and match, paid time off, fitness reimbursements, and employee stock purchase plan.
  • New hire stock equity (RSUs).
  • Career development and pathing opportunities.
  • Onboarding, mentoring, and cross-departmental buddy programs.

Skills

Sales Enablement, Sales Training, Customer Success, SaaS, Facilitation, MEDDICC, Challenger, Sandler, Asana, Artificial Intelligence, Performance Data, Datadog

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