Principal in New York

Datadog is entering a new chapter in how our product looks, feels and operates. We're building a small, high-leverage Design Lab team to define that evolution, and we're looking for a Senior Staff Visual Designer to author it. Our design system powers everything we ship. Now we're ready to evolve it. As Datadog expands into AI-driven experiences and more complex product surfaces, the visual language needs to grow with it. This is the role that decides what that language is — someone with taste, judgment, and the confidence to set a direction and defend it. 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 Define and evolve Datadog’s visual language across product surfaces. Lead exploratory and concept work, creating a range of distinct visual directions for the next generation of the product. Synthesize product context, research, references, and stakeholder input into clear visual principles and a coherent point of view. Establish the quality bar for typography, color, composition, iconography, imagery, motion, and visual expression across the platform. Create high-fidelity product exemplars and prototypes that make an emerging direction tangible. Partner deeply with Brand, Product Design, Motion, and Design Systems to test and refine the direction across different surfaces. Influence executives and senior stakeholders through clear, persuasive visual storytelling. Guide and critique the work of other designers, helping the visual direction remain coherent as it evolves. Help shape how visual exploration, critique, and craft are integrated into Datadog’s design process. You will report directly to the Design Director and work as part of a small, focused team defining the future state before it scales across hundreds of designers and engineers. Who Yo

This is a senior individual contributor role for someone who wants to actively shape how Engineering, one of the most important parts of how Datadog develops its people. You'll sit at the center of Datadog's biggest talent bets for Engineering: how we build leaders, define career paths and org design, evolve performance, move talent internally, and plan succession for our most critical roles. You’ll own this work end to end, from the first framing conversation with senior leaders through to delivering a program running at scale. AI is changing how Engineering builds software, and it is changing how People builds the programs that support Engineering too. This role sits at the centre of both: understanding how AI is reshaping engineering roles, skills and structures, and building AI-powered solutions within People to keep pace. 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: Design and lead complex talent programmes for Engineering, spanning leadership capability, career architecture, org design, performance, internal mobility and succession for critical roles. Partner directly with PBPs and senior leaders to turn ambiguous problems into clear programme goals, design principles and success measures. Help Engineering and People understand and respond to how AI is reshaping roles, skills and ways of working, and translate that shift into practical talent and org design choices. Stay hands-on from concept through to adoption: this is a build and run role, not a strategy and handover role. Work across Enablement, Learning, People Analytics and People Systems so what you build scales and embeds into core people processes. Equip PBPs with frameworks, tools and executive-ready narratives that support real adoption in the business. Operate in ambiguity and influe

G&A at Datadog rapidly scales the physical space, hiring, onboarding, and financial and legal systems to keep our business running in top form. As a Deal Desk Analyst, you will work cross-functionally with our Sales Operations, Billing, Contracts and Legal teams to provide quoting and deal structuring support to the Global Sales Team. This will be a growth position as Datadog’s business continues to expand. 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: Develop in-depth knowledge of Datadog’s licensing and pricing models to provide deal structuring and quoting support to our global sales teams Be a creative problem solver who finds a way to meet customers’ needs while adhering to Datadog’s selling policies Solve customer satisfaction issues following execution of the deal Actively negotiate deals directly with the customer as needed Work cross functionally across various stakeholder groups including legal, contracts, sales operations, order management, revenue, finance and product management Function as point of contact and subject matter expert for Sales on deal pricing matters Drive adherence to internal controls, protocols and business rules Who You Are: At least 4 years of overall experience including related processes such as sales operations, finance, sales strategy, and sales enablement At least 2 years of experience with deal structuring/quoting complex SaaS transactions for a fast-growing multi-national company Working knowledge of revenue recognition principles Must be comfortable representing the company to customers in negotiations and resolving customer satisfaction issues Strong attention to detail Ability to multi-task Strong communication skills Ability to work in fast paced, high press