Director, Customer Success

Ready to accelerate your career? Cardata is where driven people make an outsized impact. We’re a small but mighty team transforming how businesses manage vehicle reimbursement — replacing outdated programs with smart, automated solutions. Our vision is bold: to provide the most comprehensive, intelligent, and automated software and services for creating ideal vehicle programs. And we’re building toward that vision every single day. Join us and you’ll find challenge, growth, and the chance to deliver real impact — helping hundreds of companies and thousands of drivers across North America focus on the work that matters most to them.Cardata is seeking an experienced Director of Customer Success to lead our Customer Success, Implementation, and Customer Success Operations functions through the company’s next stage of growth. Reporting to the Chief Customer Officer, this leader will be accountable for the performance and development of our Customer Success Managers, Implementation Specialist, and Customer Success Operations Specialist. The Director will ensure customers achieve measurable value, implementations are executed successfully, risks are addressed proactively, and the team operates with clear expectations and accountability. This is a hands-on leadership role for someone who can think strategically while remaining close to execution. The ideal candidate is comfortable building structure in a growing organization, prioritizing to avoid capacity constraints, and finding creative ways to improve results with available resources. The Director will also help advance Cardata’s use of AI, automation, reporting, and customer insights to improve team efficiency and customer outcomes. What you will do Lead, coach, and develop the Customer Success, Implementation, and Customer Success Operations teams. Establish clear performance expectations, operating cadences, and accountability across the organization to drive customer adoption, value realization, executive engagement, retention, and renewal readiness. Ensure customer risks are identified early and supported by actionable recovery plans. Provide executive sponsorship for strategic, complex, and at-risk customer relationships. Oversee the new-customer implementation experience, including launch quality, time-to-value, training, and handoff into Customer Success. Partner with Customer Success Operations to improve CSM enablement, reporting, portfolio insights, data quality, workflows, and the Customer Success knowledge base. Use customer and operational data to identify trends, prioritize action, and provide clear recommendations to executive leadership. Identify opportunities to simplify processes, automate manual work, and return capacity to strategic customer engagement. Establish practical expectations for how AI should be used across Customer Success to improve preparation, analysis, communication, and workflow efficiency. Partner closely with Account Management, Support, Sales, Product, Eng...