Director of Technical Services

Compa is a venture-backed SaaS startup revolutionizing the future of compensation.

In a dynamic job market with hiring challenges, accountability, and the rise of AI, companies need the best data to stay ahead of industry changes, competition, and costs. Compa has developed the premier real-time compensation data platform, delivering top-tier compensation intelligence to leading enterprise teams.

Compa is a compensation intelligence company built to augment enterprise compensation teams in the era of AI.

Our customers include the world’s biggest companies: Apple, NVIDIA, Tesla, Mastercard, T-Mobile, Sanofi, Moderna, Gilead Sciences, and more.

The Role:

As Director of Technical Services, you will lead the delivery of world-class technical onboarding, support, and strategic advisory services to Compa’s enterprise customers.

This is a highly cross-functional role that combines customer success, technical expertise, and operational leadership. You'll shift the team from reactive support to proactive partnership—using data to monitor usage, optimize performance, and prevent churn before it starts. You’ll design scalable processes, lead technical workshops, and drive measurable improvements in customer adoption, retention, and satisfaction.

In this role, you will:

• Lead and mentor a high-performing team across technical account management, implementation, and solution architecture

• Drive proactive customer health monitoring, performance analysis, and usage optimization

• Develop and deliver technical onboarding, re-onboarding, and custom workshop offerings to deepen customer engagement

• Collaborate with Sales and Insights to identify expansion opportunities and reduce time-to-value

• Improve CSAT, NPS, and renewal rates through operational rigor and customer advocacy

• Manage complex technical escalations with urgency, empathy, and clear communication

• Represent the “voice of the customer” to internal teams, influencing roadmap and product direction

• Build the systems, processes, and knowledge base that enable consistent, white-glove service at scale

Minimum Qualifications:

• 8+ years of experience in technical services, customer success, or technical support leadership, ideally in SaaS or enterprise software

• Proven ability to lead cross-functional teams and drive strategic customer outcomes

• Strong understanding of implementation, onboarding, and customer lifecycle best practices

• Experience using data to monitor customer health, drive adoption, and reduce churn

• Excellent communication and executive presence with both technical and non-technical stakeholders

• Demonstrated ability to manage escalations and resolve complex technical issues effectively

Preferred Qualifications:

• Experience delivering paid technical services such as workshops or strategic advisory sessions

• Familiarity with common customer-facing tech stacks (e.g., CRMs, ticketing systems, usage analytics)

• Background in working with large enterprise customers with complex technical environments

• Strong project management skills and comfort building processes from the ground up

• Passion for customer advocacy, operational excellence, and scaling high-touch services

#BI-Remote

Compensation Range: $190K - $230K