Onboarding Operations Specialist in Chicago

We are Datadog’s in-house technical leaders. The Technical Account Management team drives Datadog’s continued global growth by ensuring our customers realize long-term value from our platform through successful adoption, expansion, and partnership. As a Manager 1 in Technical Account Management, you will lead and develop high-performing technical teams while influencing strategy, execution, and outcomes across customers, internal partners, and the broader organization. Manager 1 leaders at Datadog are people-first managers, trusted collaborators, and operational owners. You will coach and mentor individual contributors, drive execution against team and organizational goals, and serve as a strong voice for customer needs and technical excellence. At Datadog, we place value in our office culture; the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Lead and coach a team of up to 6 Technical Account Managers, providing regular 1:1s, team meetings, and bi-annual performance feedback Own and track team KPIs , including scheduling, utilization, productivity, and delivery outcomes Partner closely with Sales, Customer Success, Presales, Product Management, Support, and Marketing to align post-sales strategy and execution Lead and participate in customer-facing engagements when appropriate, including escalations, strategic reviews, and key account discussions Drive account strategy discussions focused on product adoption, expansion, and services delivery Actively participate in recruiting , hiring, and onboarding efforts across your team and the broader organization Gather and synthesize customer feedback to influence product direction, process improvements, and internal initiatives Lead multiple OKR initiatives annually , coordinating and delegating efforts across your team Demonstrate thought leadership by identifyi

As an Enterprise Customer Success Manager, you will proactively drive new product attachment and effective strong relationships across our largest and most strategic customers. You’ll advocate for the customer internally and focus on a positive customer experience. Interactions are rooted in relationship-management, first and foremost, while also advocating for growth opportunities. Enterprise Customer Success Managers follow a well-defined methodology that helps them identify the customer's unique needs and clearly convey the value of the Datadog product. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Act as a strategic partner to customers, orchestrating cross-functional internal teams and engaging executive, technical, and business stakeholders to understand customer goals and translate them into a clear, deliverable Datadog value narrative. Proactively build and maintain executive relationships to deliver clear, outcome-driven value stories that connect Datadog technical use cases to measurable business results. Lead QBRs and strategic reviews as a forum to demonstrate impact, align on priorities, and define next-step initiatives. Analyze adoption and usage trends to quantify value delivered, extract insights from large datasets, identify gaps, and drive financially grounded commercial recommendations and strategic opportunities. Position Datadog as a critical observability platform that enables reliability, efficiency, and informed decision-making. Own and project manage the on-boarding process for new customers Collaborate cross-functionally with AEs, SEs, TAM, Product, Support, Enablemen and other technical teams to ensure consistent value delivery and messaging. Who You Are: Customer-centric with 3+ years in a Customer Success