Director, Customer Success Engineering

Job Description:

DataRobot delivers AI that maximizes impact and minimizes business risk. Our platform and applications integrate into core business processes so teams can develop, deliver, and govern AI at scale. DataRobot empowers practitioners to deliver predictive and generative AI, and enables leaders to secure their AI assets. Organizations worldwide rely on DataRobot for AI that makes sense for their business — today and in the future. 

As the Director of Customer Success Engineering, you will be a pivotal leadership figure reporting directly to the VP of Customer Success Engineering. You will operationalize the global customer success engineering strategy by leading a regional or segmented team of highly skilled Customer Success Engineers (CSEs).

Your team is responsible for working hand-in-hand with customer AI Engineers and developers to maximize the value of DataRobot’s Agentic platform. You will ensure your CSEs are delivering measurable business outcomes, driving high application consumption, and securing long-term customer retention. This is a highly collaborative role requiring deep technical acumen in Generative/Predictive AI, proven people leadership, and a customer-obsessed mindset. You will partner cross-functionally with Account Management, Professional Services, Product, and Engineering to ensure a seamless customer experience that drives retention and growth.

• Day 30: Understand the DataRobot platform, shadow ongoing CSE customer engagements, learn our internal processes, and build relationships with your direct reports and cross-functional peers (Engineering, Product, Account Management).

• Day 60: Take full operational ownership of your team's book of business. Begin identifying opportunities to optimize CSE capacity, improve Time-to-Value (TTV) for new deployments, and standardize success planning.

• Day 90: Co-develop and execute strategic adoption plans for top-tier enterprise accounts. Establish a clear feedback loop with Product/Engineering to champion customer needs, and begin driving measurable improvements in team KPIs (health scores, platform consumption).

Team Leadership & Development

• Manage, mentor, and scale a high-performing team of Customer Success Engineers (CSEs).

• Translate the overarching technical success strategy set by the VP of Customer Success Engineering into actionable team-level objectives.

• Build a culture of accountability, continuous learning, and innovation.

• Develop career progression pathways, conduct performance reviews, and recruit top-tier technical talent to keep pace with company growth.

Customer Outcomes & Value Realization

• Serve as the senior technical sponsor and executive escalation point for strategic enterprise accounts.

• Ensure the successful execution of adoption plans, empowering customers to leverage DataRobot’s GenAI and predictive capabilities fully.

• Own regional/segment performance metrics, specifically customer health scores, and platform consumption rates.

• Proactively identify account risks and commercial expansion opportunities (upsell/cross-sell), guiding your CSEs to intervene and drive value realization alongside Account Management.

Operational Excellence & Tooling

• Drive day-to-day operational rigor across the team, ensuring adherence to success planning standards, CRM hygiene, and engagement methodologies.

• Leverage CS platforms and CRM tools (e.g., Salesforce) to optimize team utilization, capacity planning, and productivity metrics.

• Partner with the VP of Customer Success Engineering to evaluate telemetry data and analytics, continuously improving the customer journey.

Cross-Functional Collaboration

• Work closely with Account Management and Sales leadership to seamlessly align pre-sales expectations with post-sales technical delivery.

• Act as a vital conduit between the field and the Product/Engineering teams, utilizing tools like Jira or Productboard to aggregate and translate customer feedback into roadmap influence.

• Collaborate with Enablement teams to ensure your technical staff is thoroughly trained on the latest DataRobot features, AI agents, and market trends.

• Strong foundational knowledge of artificial intelligence, including predictive AI, Generative AI, LLMs, AI Agents, and modern SaaS delivery architectures (AWS, GCP, Azure).

• Familiarity with data science concepts, programming languages (Python, R), and enterprise AI integration patterns.

• Demonstrated ability to coach highly technical individual contributors (data scientists, CSEs, ML engineers) into trusted strategic business advisors.

• Ability to translate highly complex technical concepts into ROI-driven business narratives for C-suite stakeholders.

• Data-driven decision-maker with a strong grasp of customer success operations and financial KPIs.

• 10+ years of experience in post-sales technical, solution engineering, or professional services roles within the B2B enterprise SaaS, Cloud, or AI/Data space.

• 3–5+ years of direct people management experience, successfully leading technical customer-facing teams.

• Proven track record of owning and achieving product adoption, retention, and commercial expansion targets.

• Bachelor’s degree in a technical, business, or related field (Master’s degree or equivalent experience preferred).

Compensation Statement:

The U.S. annual on-target earnings (OTE) range for this full-time position is between $225,000 and $265,000 USD/year. This range represents a combination of annual base pay and targeted commission. Actual offers may be higher or lower than this range based on various factors, including (but not limited to) the candidate’s work location, job-related skills, experience, and education.

The talent and dedication of our employees are at the core of DataRobot’s journey to be an iconic company. We strive to attract and retain the best talent by providing competitive pay and benefits with our employees’ well-being at the core. Here’s what your benefits package may include depending on your location and local legal requirements: Medical, Dental & Vision Insurance, Flexible Time Off Program, Paid Holidays, Paid Parental Leave, Global Employee Assistance Program (EAP) and more!

DataRobot Operating Principles:

• Wow Our Customers
• Set High Standards
• Be Better Than Yesterday
• Be Rigorous
• Assume Positive Intent
• Have the Tough Conversations
• Be Better Together
• Debate, Decide, Commit
• Deliver Results
• Overcommunicate

All DataRobot hires are required to complete a background check prior to starting employment, which includes identity verification, criminal history check, employment verification and education verification. Additionally, all DataRobot employees must be available to attend in-person company trainings and meetings.

Research shows that many women only apply to jobs when they meet 100% of the qualifications while many men apply to jobs when they meet 60%. At DataRobot we encourage ALL candidates, especially women, people of color, LGBTQ+ identifying people, differently abled, and other people from marginalized groups to apply to our jobs, even if you do not check every box. We’d love to have a conversation with you and see if you might be a great fit. 

DataRobot is proud to be an Equal Employment Opportunity and Affirmative Action employer. We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. DataRobot is committed to working with and providing reasonable accommodations to applicants with physical and mental disabilities. Please see the United States Department of Labor’s EEO poster and EEO poster supplement for additional information.

All applicant data submitted is handled in accordance with our Applicant Privacy Policy.