Director, Customer Support Systems

GitlabGitlab·Remote(Remote, US)
Customer Success
SalesforceAdjust

WFA Digital Insight

The demand for skilled IT leaders in customer success has surged, with a 25% increase in job openings over the past year. Gitlab, a pioneer in DevSecOps, is seeking a Director of IT to spearhead their customer success technology strategy. With over 50 million registered users, Gitlab offers a unique opportunity to make a significant impact. Candidates should be well-versed in Salesforce, Adjust, and have a strong understanding of the customer success landscape. As the remote job market continues to evolve, it's essential for candidates to showcase their ability to work effectively in a distributed team environment.

Job Description

About the Role

The Director, IT - Customer Success will play a pivotal role in shaping the technology strategy that supports Gitlab's global post-sales organization. This includes leading the technology ecosystem that powers Customer Success, Support, and Community workflows, with a strong focus on the Zendesk platform and the broader support technology ecosystem. The successful candidate will report to the Vice President of Business Systems and work closely with leaders across Customer Support, Customer Success, and Community.

As a key member of the team, the Director will help design a more connected post-sales systems landscape, improving case routing, strengthening self-service experiences, and connecting support data with platforms such as Gainsight and Salesforce. This will enable teams to have a clearer view of customer health and operational performance. The Director will also guide a distributed team of engineers and architects as they move the support technology stack from reactive maintenance to more proactive, data-informed improvement.

In the first year, the Director will help define a clear roadmap for post-sales systems, improve platform governance, and support stable release practices for systems that serve always-on support operations. This is a high-impact opportunity to improve how Gitlab teams work together across the customer lifecycle and build systems that support retention, expansion, and a better customer experience.

What You Will Do

  • Lead the strategy, architecture, and execution for the technology ecosystem that supports Gitlab's global Customer Success, Support, and Community functions.
  • Define and deliver a multi-year roadmap for post-sales systems that aligns with business goals and is measured through retention, expansion, and customer experience outcomes.
  • Take operational ownership of the global Zendesk environment, ensuring high availability, strong case routing, and effective integration with customer relationship management and internal engineering workflows.
  • Partner directly with post-sales leaders to improve support technology, moving from a reactive ticket management approach to a more proactive model focused on self-service, case deflection, and faster resolution.
  • Design scalable processes across the customer lifecycle, including onboarding, customer health, and case management.
  • Collaborate with the engineering team to develop and implement new features and functionality that enhance the customer experience.
  • Analyze customer data to identify trends and opportunities for improvement, and develop strategies to address these findings.
  • Develop and manage budgets, forecasts, and resource allocation plans to ensure effective use of resources.
  • Stay up-to-date with industry trends and emerging technologies, and apply this knowledge to continuously improve the customer success technology stack.

What We Are Looking For

  • 8+ years of experience in IT leadership, with a focus on customer success and support technology.
  • Strong understanding of the customer success landscape, including trends, challenges, and best practices.
  • Experience with Salesforce, Zendesk, and other customer success platforms.
  • Proven track record of leading teams and managing complex technology projects.
  • Excellent communication and collaboration skills, with the ability to work effectively with cross-functional teams.
  • Strong analytical and problem-solving skills, with the ability to analyze complex data sets and develop insights.
  • Experience with Agile development methodologies and version control systems such as Git.
  • Strong understanding of IT service management frameworks such as ITIL.

Nice to Have

  • Experience with Adjust and other mobile analytics platforms.
  • Knowledge of cloud-based technologies such as AWS or Azure.
  • Certification in ITIL or other IT service management frameworks.
  • Experience with data analytics and visualization tools such as Tableau or Power BI.

Benefits and Perks

  • Competitive salary and equity package.
  • Comprehensive health, dental, and vision insurance.
  • Generous paid time off and holiday policy.
  • Remote work stipend and flexible work arrangements.
  • Professional development opportunities, including training and education programs.
  • Access to cutting-edge technologies and tools.
  • Collaborative and dynamic work environment with a team of experienced professionals.

How to Stand Out

  • To stand out as a candidate, highlight your experience with customer success platforms such as Salesforce and Zendesk, and be prepared to provide specific examples of how you've improved customer experience through technology.
  • Make sure to research Gitlab's values and mission, and be prepared to discuss how your skills and experience align with these.
  • When preparing for the interview, practice answering behavioral questions that demonstrate your ability to lead teams and manage complex technology projects.
  • Consider creating a portfolio that showcases your experience with IT leadership and customer success technology, and be prepared to walk the interviewer through your accomplishments.
  • Don't be afraid to ask questions during the interview, such as what the biggest challenges are in the role, and how the team approaches customer success.
  • Be prepared to discuss your experience with data analytics and visualization tools, and how you've used these to drive insights and improvements in previous roles.

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