
Datadog · Boston
Datadog's Technical Solutions (TS) organization is one of the largest organizations in the company — spanning Sales Engineers, Technical Account Managers, Enter...
Datadog's Technical Solutions (TS) organization is one of the largest organizations in the company — spanning Sales Engineers,
Technical Account Managers, Enterprise Customer Success Managers, Technical Support Engineers, and Solutions Architects who work
with prospects and customers across every stage of their journey with Datadog.
Technical Solutions Operations (TSO) exists to make that organization faster, smarter, and more scalable. We build the systems,
analytics & programs that give TS teams more leverage — and we measure our success by the business outcomes we drive, not the
projects we complete. The programs this team runs touch every function in TS, and the operating model you build will define how
that scales.
We're looking for a Director of Technical Program Management to lead the TSO Program Management team. This role sits at the
intersection of strategy and execution: you'll own the programs that shape how TS operates at scale, lead a team of technical
program managers, and serve as a peer to the Directors and VPs who run the teams you support. Your counterparts are leaders
overseeing hundreds of customer-facing technical professionals, and your role is to successfully interface with each organization
with proactive solutions on how your team can help them be more effective. This is a rare opportunity to lead a function where the
output isn't a deliverable, it's organizational capability. If you want to build something that compounds across an entire
organization, this is the role.
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.
execution, and impact measurement — with every program directly linked to measurable business outcomes such as productivity
gains, revenue influence, cost efficiency, or customer experience improvements. Establish a PMO operating standard that other
TS leaders adopt as the benchmark.
outcomes across every function in TS. Solve systemic problems with scalable solutions and operating models — not one-off fixes
— and hold your team to the same standard.
begins. Hold your team to rigorous delivery standards and close every program with post-launch reporting that connects leverage
created directly to business outcomes for partner teams.
prepared with clear recommendations, framed trade-offs, and the ability to drive decisions — not surface issues. Own
stakeholder relationships and outcomes and drive alignment across disparate teams.
planned, communicated, and executed — for your team and for the TS functions you support. This is a core expectation, not a
future initiative. You bring a clear point of view on where AI creates a genuine capability shift and you build toward it.
initiatives across TS. Raise the bar for execution quality, stakeholder management, and accountability — and develop a team
that operates independently and owns outcomes.
functions before programs require it. Use influence, credibility, and direct engagement to drive alignment, resolve tension,
and expand the reach and impact of TSO well beyond its own boundaries.
stakeholders — ideally within a high-growth B2B SaaS go-to-market, customer-facing, or revenue operations organization
reference standard
without preparation coaching
productivity gains
independently at a high standard
delivering against it
post-sales, technical support, or solutions architecture
Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's
okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.
Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
To conform to US export control regulations, candidates should be eligible for any required authorizations from the US government.
This job is available in various departments within our company; to conform to US export control regulations, some of these roles
may require candidates to be eligible for any required authorizations from the US government.
Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on
factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class,
comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health
benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.
The reasonably estimated yearly salary for this role at Datadog is:
Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the
technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place,
using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI
leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram,
LinkedIn, and Datadog Learning Center.
Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national
origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other
characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal
requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of
our website or need assistance completing the application process, please complete this form. This form is for accommodation
requests only and cannot be used to inquire about the status of applications.
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and
Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
Role Overview This role serves as the data leader and technical authority for Customer Success data at Toast. You will own the strategy and execution of CS data modeling initiatives -- redesigning the CS data model from the ground up and defining how data is accessed, queried, and served across the organization. The CS data model needs to work reliably in two modes: as a structured foundation for dashboards, reporting, and operational metrics, and as a well-documented, trustworthy layer that AI systems can query consistently. Building for both -- and making deliberate architectural decisions about when each approach is appropriate -- is central to this role. This is an embedded role, sitting inside the CS organization. CS data problems are business problems first -- understanding how customers are being supported, where friction exists, and what patterns predict risk or opportunity requires close proximity to the teams asking those questions. This role is positioned to build that context directly and translate it into data architecture decisions. You will lead a small team of two senior data and analytics engineers to start, with room to grow as the function matures. What You'll Do Data Architecture & AI Data Strategy * Own the redesign of the unified CS data model, connecting data across Care, CX, Enablement, and CSS teams and source systems including our new contact center platform. * Define and execute the AI data strategy for CS -- specifically, how AI accesses, queries, and interacts with the data model. This means making active architectural decisions about when to pre-calculate and structure data versus when to allow dynamic AI retrieval, with predictability and consistency of outputs as the governing constraint. * Build and maintain a documentation layer that functions as a first-class artifact -- not an afterthought. Reliable AI data access depends on well-structured, accurate documentation, and this person will treat it that way. * Develop and apply a clear framework for when AI is the right tool versus traditional data approaches. Part of the job is pushing back when AI is unnecessary or introduces reliability risk. Platform & Pipeline Development * Lead the data integration for the contact center platform migration, ensuring clean, well-modeled contact data flows into the CS data layer from day one. * Design and optimize pipelines for analytics, reporting, and AI/ML-driven use cases. * Establish testing, monitoring, and alerting as standard practice across CS pipelines -- freshness checks, completeness validation, anomaly detection. Stakeholders should never be the first to know something is broken. Leadership & Cross-functional Partnership * Manage and mentor two senior data and analytics engineers, providing clear direction and building a high-performance team from the ground up. * Serve as the primary data architecture partner for CS analytics and operations leaders, translating business problems into data model and tooling decisions. * Collaborate closely with cross-functional peers in CS analytics, enterprise data infrastructure, finance, and business technology to align on KPI definitions, data lineage, and governance standards. * Represent CS data interests in enterprise governance forums, ensuring security, compliance, and architecture standards are met. Enablement & Governance * Ensure CS data is accurate, accessible, and trusted by the teams who depend on it -- from strategic OKRs down to operational dashboards. * Maintain a shared KPI dictionary, data lineage map, and self-service analytics framework in partnership with centralized data teams. * Establish clear SLAs for data delivery and processes for ongoing data quality monitoring. What We're Looking For Required Qualifications * 10+ years of experience in data platform, data modeling, or analytics engineering roles, with at least 3 years in a leadership capacity. * Experience designing data models with AI consumption in mind -- structuring for retrieval versus pre-calculation tradeoffs, ensuring predictability of outputs, and understanding that documentation is infrastructure, not overhead. * Hands-on experience with modern data stack tools -- Snowflake, dbt, or equivalent -- including building or maintaining a semantic layer that ensures consistent metric definitions across BI tools, notebooks, and AI agents. * A track record of treating pipelines like software: automated tests, schema validation, freshness and completeness monitoring, and changes that go through review before they reach production. You have been burned by silent data failures and build accordingly. * Proven ability to diagnose systemic data quality and architecture problems and redesign from the ground up -- not just patch on top of what exists. * Strong cross-functional communication skills -- you can translate complex data architecture decisions for non-technical business stakeholders. Preferred Qualifications * Experience working in Customer Success, SaaS, or customer-facing operational analytics environments. * Familiarity with Snowflake and modern orchestration frameworks (dbt, Airflow, or equivalent). * Background that skews toward data modeling and transformation work -- you think in terms of data models, schemas, and semantic layers rather than services and application infrastructure. * Experience with BI tools and dashboarding. * Familiarity with real-time data streaming technologies (Kafka, Kinesis, or equivalent). Who Will Thrive Here * You are energized by greenfield work. This role is building something new, and the fingerprints you leave on the data model and AI strategy will be visible and lasting. * You are comfortable with a lean team today. Two direct reports to start, with room to grow -- this is not a role for someone who needs org size to feel impactful. * You have the judgment to advocate for the right use of AI, including knowing when not to use it. The goal is a trustworthy, reliable data layer -- not AI for its own sake. * You are a builder first. Strategy matters, but so does the ability to roll up your sleeves and make decisions at the implementation level. The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy. Zone A $217,000—$347,000 USD Zone B $188,000—$301,000 USD Zone C $170,000—$272,000 USD How Toast Uses AI in its Hiring Process Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. To learn more: https://careers.toasttab.com/ai-in-hiring Our Approach to Hybrid Working We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast Diversity, Equity, and Inclusion is Baked into our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. We Thrive Together We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast. Apply today! Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com. ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
PRINCIPAL, GTM STRATEGY (SALES BUSINESS PARTNER) Location: US Reporting to: VP, GTM Strategy & Operations About the Role You are a senior Individual Contributor (IC) who acts as the "Strategic Diplomat" and key partner to our Regional VPs of Sales. You serve as the "connective tissue" between sales leadership goals and the technical Strategy & Operations engine, operating within the strategic framework set by the VP. VPs love you because you understand their world, and you drive value by translating their needs into data-driven strategy and automated solutions. What You’ll Do * Sales Business Partnering: Serve as a key strategic partner to the VPs, working in close alignment with the VP of GTM Strategy & Operations. You attend leadership meetings and translate qualitative field needs into quantitative requirements for the S&O team. * Full-Funnel Oversight: You monitor the "Whole Number." You ensure VPs understand their retention benchmarks and have the data needed to protect their base. * Field Innovation Scout: You are a key bridge to the Innovation team. You identify the manual tasks VPs and reps are facing and work with the Director of Insights and Innovation to scope the AI Agents required to address them. * Specialized Executive Reporting: Own the "Last-Mile" reporting for Sales QBRs. You take core dashboards from the Insights team and "story-tell" the data for VPs. * Enablement Liaison: Partner with the VP of Enablement to ensure that when a new process or AI tool is "released," the VPs are bought in and the coaching is aligned. * Conflict Resolution: Support resolution of territory or quota disputes by preparing data-driven analyses and recommendations for the VP to review and action. What You Bring * Experience: 8+ years in Sales Operations, GTM Strategy, or Revenue Operations roles. * Executive Presence: Strong ability to partner with VPs and present data-driven recommendations while maintaining strong working relationships. * Generalist Mastery: You are a "Sales Ops Hero" who can think across Sales, CS, Marketing, and Finance datasets. * Operational Grit: Willingness to get into the weeds to solve a VP's problem while having the discipline to hand off the long-term solution to the Pune COE. About Showpad At Showpad, we’re focused on empowering others to be at their best. As a global leader in AI-powered revenue effectiveness, we provide revenue teams with the platform they need to prepare sellers, engage buyers, and drive predictable revenue. Since our 2025 merger with Bigtincan, we have created the industry’s first unified platform specifically designed for complex, field-selling organizations, serving more than 2,000 customers across 50 countries. As an employer, we provide our employees with opportunities to grow, make a meaningful impact, and bring their authentic selves to work. Our culture stems from our values, which center on achieving maximum impact for our customers and fostering global collaboration, diversity, and a genuine passion for innovation. We’re a team of authentic, good-natured ass-kickers, and we’ve been recognized as a top workplace by Built In Chicago and Inc. Magazine. Why Join Us Now? Showpad is powering the next generation of field selling success through accelerated innovation, expanded global reach, and a more holistic engine to drive growth and lasting value. You’ll join a team shaping what’s next, working with smart, driven people who care deeply about making an impact (and aren’t afraid to challenge the status quo). Our Global Footprint Founded in 2011, Showpad is a global company with 1,000+ people (post-merger) working from offices and regional hubs around the world including Chicago, Boston, Ghent, London, Munich, Brussels, San Francisco, and Sydney. We are consistently recognized as a Leader in the Forrester Wave™ and a “Customers’ Choice” by Gartner® Peer Insights. What you can expect from Showpad We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional stretch assignments, you can expect Showpad to support you. We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity. This organization participates in e-verify For more information on e-verify, click here
WHY DEPT®? We are a Growth Invention company built to help the world’s most ambitious brands grow faster. Operating at the intersection of technology and marketing, we create what is next by pioneering ideas, acting fast, and moving further because standing still just is not in our DNA. We are drawn to people who stay curious, move with intent, and never stop inventing. Our culture runs on three values: better together, relentlessly curious, and get sh*t done. It is how we work, how we grow, and how we make things that matter. At DEPT®, you will find the freedom to explore, the space to collaborate, and the trust to make a real impact for our clients, for each other, and for the world we are helping to build. THE ROLE The Lead Program Manager is a strategic execution leader who spearheads client-facing initiatives and complex, cross-functional programs focused on implementing and leading the Adobe Experience Cloud Value Realization Program. This role oversees other program managers and blends program leadership, stakeholder influence, and operational rigor to translate ambiguous priorities into structured, measurable outcomes. You will act as the central point of contact for key customers, driving successful delivery while managing program roadmaps, governance, and internal alignment across matrixed ecosystems. You will establish governance structures that support informed decision-making and executive visibility across the portfolio. WHAT YOU’LL DO * Program Strategy & Structure: Design and manage concurrent programs aligned to strategic business objectives. Translate high-level goals into coordinated roadmaps, milestones, governance models, and OKRs. * Client & Stakeholder Engagement: Act as the Program Lead on client engagements, managing expectations, communicating technical solutions to business stakeholders (including CMOs/CXOs), and fostering relationships that generate repeat business. * Cross-Functional Execution: Orchestrate cross-functional teams (Sales, Product, Marketing, Delivery) to sequence deliverables, avoid fragmentation, and ensure adherence to governance standards. * Delivery Discipline: Oversee all day-to-day program/project activities from inception to closure. Manage scope, deliverables, resources, and timelines. Accurately forecast revenue, profitability, margins, and utilization. * Risk & Quality Management: Proactively identify risks, dependencies, and blockers. Create and maintain RAID logs and program artifacts to ensure transparency. Drive continuous improvement by capturing lessons learned in formal post-mortems. Identify early signs of slowdown, drift, or unclear ownership, and implement corrective actions that balance speed, quality, and sustainability. * Innovation: Leverage AI and GenAI tools to drive productivity, improve quality, and accelerate delivery within program management activities. * Operating Cadence: Establish and run operating cadence, including agendas, pre-reads, action tracking, and project plans to keep teams aligned and accountable. WHAT YOU BRING * Experience: 8+ years of experience in program or project management, operations, or execution roles leading cross-functional initiatives in complex, matrixed environments (agency or professional services experience preferred). * Adobe Expertise: Experience with one or more Adobe Experience Cloud solutions (AEM, AEP highly preferred). * Strategic Thinking: Proven ability to operate in ambiguous, fast-paced environments, create clarity, and connect work to outcomes. * Leadership & Influence: Demonstrated ability to lead diverse, multi-functional teams without direct authority. Exceptional verbal and written communication skills, including executive-ready reporting. * Operational Rigor: Solid foundation in PM methodologies, planning, dependency management, and governance. Familiarity with Agile/Scrum and custom software development processes. * Certifications: PMP, Agile, Certified ScrumMaster, PRINCE2, or equivalent certification is a plus. * Education: BS/BA Degree or equivalent experience. * Flexibility: Ability to travel up to 40%. * Desirable: Background in PMO, business operations, or transformation offices within a SaaS or enterprise technology environment. CORE COMPETENCIES * Strategic Thinking: Proven ability to understand business problems, connect work to outcomes, and create clarity from ambiguity. * Problem Solving: Deep analytical skills to identify root causes, connect dependencies, and make sound recommendations. * Influence & Partnership: Demonstrated ability to build alignment and influence decisions across teams without direct authority. * Communication: Ability to simplify complexity and provide concise, executive-ready updates. * Prior experience with Microsoft Dynamics and Workfront WHAT DO WE OFFER? We are a collaborative, open-door, best-idea-wins environment that fosters personal and company growth and has fun doing it. Here is a snapshot of our benefits package: * Healthcare, Dental, and Vision coverage * 401k plan, plus matching * PTO * Paid Company Holidays * Parental Leave WE SUPPORT YOU BEING YOU: DEPT® is an equal opportunity employer (EOE). We believe our work is its best when our people feel safe and free to be themselves. We’re committed to an inclusive and barrier-free recruitment and selection process and workplace, regardless of anyone’s identity, background, beliefs, lifestyle or disabilities. So tell us about any accommodations you need. It’s totally confidential and only used to make sure you feel fully supported at every step. DEPT® participates in E-Verify, meaning your Form I-9 information will be sent to the federal government to confirm you are authorized to work in the U.S. We are a B Corp-certified company passionate about purpose-driven work. Our hope is that you can feel good about the contributions DEPT® is making to the world and we always have an open door for your ideas in making the world a better place. DEPT® is a pioneering technology and marketing services company that creates integrated end-to-end digital experiences for brands such as Google, KFC, Philips, Audi, Twitch, Patagonia, eBay and more. Its team of 2,500+ digital specialists across 30+ locations on 5 continents delivers pioneering work on a global scale with a boutique culture. Learn more about DEPT® DIVERSITY, EQUITY, & INCLUSION At DEPT®, we take pride in creating an inclusive workplace where everyone has an equal opportunity to thrive. We actively seek to recruit, develop, nurture, and retain talented individuals from diverse backgrounds, with varying skills and perspectives. Not sure you meet all qualifications? Apply, and let us decide! Research shows that women and members of underrepresented groups tend not to apply for jobs when they think they may not meet every requirement, when in fact they do. We believe in giving everyone a fair chance to shine. We also encourage you to reach out to us and discuss any reasonable adjustments we can make to support you throughout the recruitment process and your time with us. Want to know more about our dedication to diversity, equity, and inclusion? Check out our efforts here. #LI-Remote The anticipated salary range for this position is listed below. Salary is based on a range of factors that include relevant experience, expertise, physical location, and organizational impact. This is based on a 40-hour workweek and leveling. Keep in mind, we’re flexible. US Remote Range $176,300—$210,000 USD