Head of Delivery – Tech & AI

This is a fully remote position, open to applicants in Philippines.

📋 Description

• Take charge of delivery quality and standards across client projects and CAST units.

• Lead the onboarding process for new clients, ensuring alignment on expectations and success metrics.

• Coordinate resources effectively across client projects and business objectives.

• Monitor timelines and identify blockers, escalating risks to leadership as necessary.

• Establish and monitor delivery, productivity, and quality OKRs.

• Mentor Project Managers and Team Leads, including conducting performance reviews.

• Develop and refine delivery playbooks to ensure consistent AI orchestration.

• Influence delivery strategy as CAST evolves.

• Contribute to client reporting and capacity forecasting efforts.

• Collaborate with AI Team leadership on the implementation of playbooks and orchestration.

• Manage portfolio delivery health checks, risk mitigation, and timely delivery.

• Prioritize and coordinate resources among Project Managers.

• Create, update, and version delivery playbooks and case studies.

• Oversee delivery improvement metrics and present findings at quarterly Board reviews.

• Drive process enhancement and the adoption of innovative working methods.

• Facilitate internal alignment with PMs and manage external client communication touchpoints.

• Foster client relationships in collaboration with leadership.

⛳️ Requirements

• At least 5+ years of experience in delivery management, project management, or digital operations.

• Proven experience managing remote cross-functional digital teams, including Developers, PMs, QA, and Designers.

• Strong understanding of Agile and hybrid delivery methodologies.

• Ability to redesign processes rather than merely executing existing ones.

• Demonstrated mentoring experience.

• Desire to shape delivery strategy while managing day-to-day operations.

• Comfortable working autonomously with a focus on outcome-based measurements.

• Proactive and solutions-oriented approach to everyday challenges.

• Ability to remain calm under pressure and proactively seek solutions.

• Experience with AI-native or AI-augmented delivery models is a plus.

• Experience in account management or client-facing roles is advantageous but not mandatory.

🏝️ Benefits

• Structured career development support and advanced AI training.

• Performance bonuses.

• Highly competitive salary.

• A people-first culture that values growth, ownership, and contribution.

• Genuine autonomy in managing delivery.

• Direct partnership with the executive leadership team.