Datadog · 4 days ago
Senior Field Enablement Manager - Leadership Development
New York, NY
Full-time
Hybrid
Senior Level, Lead/Staff
$116K/yr - $171K/yr
8+ years expDatadog is a global SaaS business on a mission to enable digital transformation and infrastructure monitoring. They are seeking a Senior Field Enablement Manager to lead the delivery of Sales and Customer Success leadership development enablement, focusing on equipping leaders with essential skills and behaviors.
AnalyticsCloud ComputingCloud Data ServicesCloud InfrastructureData ManagementDevOpsProductivity ToolsSaaS
Responsibilities
Deliver high-impact live and virtual leadership development programs for Sales and Customer Success leaders, including frontline managers and second-line leaders
Partner closely with the Sales Leadership Curriculum team to align on program goals, learning outcomes, and reinforcement approaches—serving as a thought partner on how curriculum is brought to life in the field
Facilitate leadership-focused sessions such as manager onboarding, coaching skill development, change leadership, and execution excellence
Design and lead reinforcement experiences (e.g., manager roundtables, coaching labs, leader practice sessions) that help leaders apply concepts in real team scenarios
Serve as a trusted partner to Sales and CS leadership, building strong relationships and adapting delivery based on leader needs, maturity, and business context
Use data, leader feedback, and field observations to assess program effectiveness and recommend improvements to delivery and reinforcement
Act as a standard-bearer for leadership enablement delivery, modeling best-in-class facilitation, presence, and executive communication
Coach and influence other Field Enablement Managers—particularly senior trainers—on delivering effective leadership enablement and facilitating leader-level audiences
Support leadership enablement across global regions as needed, partnering with regional Field Enablement leaders to ensure consistency and quality
Qualification
Required
8+ years of experience in sales enablement, sales leadership development, sales leadership, or a related GTM role, with significant experience delivering GTM leadership development
Proven experience facilitating sessions for Sales and Customer Success leaders, including frontline and second-line managers
Strong executive presence and facilitation skills—you are confident leading discussions with experienced leaders and navigating complex dynamics in the room
Deep understanding of the realities of sales leadership, including coaching, performance management, change management, and driving execution through teams
Highly collaborative and skilled at partnering cross-functionally, particularly with curriculum and senior GTM stakeholders
Comfortable using performance data, leader feedback, and qualitative insights to inform enablement delivery and recommendations
Excellent communicator who can simplify complex leadership concepts and drive clarity and action
Acts as a mentor and role model—raises the bar for peers and helps develop other enablement leaders
Familiarity with sales methodologies (e.g., MEDDICC, Command of the Message) and how leaders coach to them
Willing and able to travel approximately 30% of the time globally to deliver trainings
Benefits
Healthcare
Dental
Parental planning
Mental health benefits
A 401(k) plan and match
Paid time off
Fitness reimbursements
A discounted employee stock purchase plan
Company
Datadog
Datadog is an observability and security platform that offers infrastructure, applications, software development, and monitoring services.
1001-5000 employees
H1B Sponsorship
Datadog has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (123)
2024 (66)
2023 (45)
2022 (53)
2021 (31)
2020 (29)
Funding
Current Stage
Public CompanyTotal Funding
$1.02BKey Investors
ICONIQ GrowthIndex VenturesOpenView
2024-12-09Post Ipo Debt· $870M
2020-05-28Post Ipo Debt
2019-09-19IPO
Leadership Team
Olivier Pomel
Co-founder, CEO
Alexis Le-Quoc
Co-founder & CTO
Recent News
The Motley Fool
2026-01-05
Company data provided by crunchbase