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Head of Technical Support (AI & Operations)
Location: Remote Employment Type: Full-Time
About the Role
We are seeking a transformational and highly technical Head of Technical Support (AI & Operations) to lead and scale a complex customer support organization supporting mission-critical software products.
This is not a maintenance role. We are looking for a hands-on leader with a strong bias for action, operational excellence, and a proven ability to rebuild and optimize support functions at scale.
The ideal candidate brings deep experience managing technical support organizations, driving AI and automation initiatives, collaborating closely with Product and Engineering teams, and building operational frameworks that improve customer experience while increasing efficiency.
You will lead a team of approximately 11 professionals, including 3 support managers and 8–9 support specialists.
What You’ll Own
Team Leadership & Operations
Lead, mentor, and develop support managers and support specialists
Own the full customer support function, including:- Team management
Hiring and performance management
Operational workflows
Team culture and accountability
Drive organizational and operational change management initiatives
Improve support processes, tooling, escalation paths, and customer workflows AI & Automation Strategy
Lead AI adoption and automation initiatives across the support organization
Optimize and expand Intercom AI capabilities and automation workflows
Build scalable ticket deflection and self-service strategies
Automate repetitive workflows from triage through resolution
Design escalation and severity frameworks within automated support environments
Demonstrate measurable operational improvements through automation initiatives Metrics, Reporting & Operational Excellence
Define operational KPIs and service standards for the support organization
Own support performance metrics including:- CSAT
Resolution times
Deflection rates
SLA performance
Ticket volume trends
Build reporting frameworks that generate actionable insights for Product, Engineering, and Leadership teams
Translate support data into operational and product improvement initiatives Technical Collaboration
Serve as the bridge between Support, Product, and Engineering teams
Represent customer technical issues with clarity, accuracy, and appropriate severity
Participate in technical discussions with Product Managers and Engineers
Help prioritize customer-impacting issues and operational improvements Requirements
10+ years of experience in customer support operations
Significant experience in senior leadership roles owning support organizations end-to-end
Previous experience managing managers and large support teams
Prior experience working with complex, mission-critical software products
Hands-on experience with Intercom and support automation tools
Proven experience implementing AI and automation within support environments
Strong understanding of operational KPIs and support performance frameworks
Demonstrated success improving support efficiency, scalability, and customer experience
Excellent analytical, communication, and leadership skills
Strong technical fluency with the ability to collaborate effectively with Product and Engineering teams Preferred Qualifications
Experience building support operations in high-growth SaaS or technology companies
Experience leading large-scale support transformation initiatives
Background in workflow automation, AI-driven support, or conversational AI
Strong understanding of escalation management and incident severity frameworks What We’re Looking For
Transformational leader with strong ownership mentality
Highly execution-oriented with a bias for action
Strong operational and strategic thinking capabilities
Technical credibility with cross-functional teams
Metrics-driven mindset focused on measurable outcomes
Ability to thrive in fast-paced, high-growth environments Why Join Us?
Opportunity to rebuild and scale a critical support organization
High visibility and direct collaboration with Product and Engineering leadership
Strategic influence on customer experience and operational excellence
Ability to implement modern AI and automation strategies at scale
Work in a fast-moving environment where support is viewed as a strategic function, not a cost center Important Notes
This role requires strong technical communication and operational leadership experience
Candidates should be prepared to discuss previous automation and AI implementations in detail
Experience supporting technically complex products is essential