Company Description

At Apprentice, we’re building a new way for operational teams to get work done through automation.

Founded by Talpiot and ex-8200 leaders with deep experience in AI systems and products, we’re developing a platform that enables finance teams to automate complex, recurring workflows simply by explaining them. Our first product is live, we have paying enterprise customers, and demand is growing quickly.

We are an early-stage B2B AI company building reliable, deterministic automation for complex, process-heavy environments. Delivering real value to our customers requires rigorous execution, tight collaboration between Product, Engineering, Customer Success and a high bar for quality and scalability from day one.

Role Description

As Head of Delivery & Implementation, you will lead our delivery team - a team of developers responsible for building, maintaining, and supporting customer-facing automations for mid-market & enterprise clients.

This team owns the full lifecycle of customer automations: discovery, solution design, implementation, go-live, ongoing iteration, and support.

This is not a core product R&D leadership role. The team focuses on delivering and sustaining real-world automations for customers, while collaborating closely with Product and R&D to feed insights back into the platform.

You will own delivery and support end-to-end. That includes ensuring automations are reliable and resilient, overseeing issue triage and resolution, improving support workflows, and building the right technical standards and internal infrastructure to scale delivery without scaling headcount linearly.

This is a hands-on leadership role in an early-stage company - close to customers, close to the team, and responsible for building structure across both delivery and support while maintaining speed and quality.

Responsibilities

• Own end-to-end delivery of client automations: discovery, solution design, build, testing, go-live, and iteration.
• Lead automation engineers to ship reliable, maintainable workflows for structured, process-driven environments.
• Establish standards and patterns to ensure automations remain resilient to data, UI, and process changes.
• Implement lightweight delivery processes (planning, backlog management, QA, release practices) that balance speed and quality.
• Join key client conversations to understand workflows, translate them into clear technical requirements, and manage scope, timelines, and expectations.
• Support pre-sales efforts with technical validation, scoping, and high-impact demos or POCs when needed.
• Oversee the customer support operation run by the automation team, ensuring efficient triage, resolution, and clear communication.
• Act as senior escalation point for complex or high-impact customer issues.
• Introduce practical delivery and support metrics (e.g., time-to-value, response/resolution times, incident trends) and use them to drive continuous improvement.
• Turn recurring issues into structured fixes, reusable patterns, or product feedback rather than one-off solutions.
• Coach and develop automation engineers, set clear expectations, and maintain a high bar for reliability, ownership, and delivery standards.

Experience & Skills

• 3+ years leading client-facing technical delivery or implementation teams in B2B SaaS.
• Experience owning end-to-end delivery in environments where requirements evolve and customer interaction is frequent.
• Experience owning & improving support processes (triage, escalation, root-cause analysis) and turning recurring issues into structured improvements rather than one-off fixes.
• Strong technical background - able to guide design decisions, review code, and maintain high standards for reliability and maintainability.
• Strong analytical and problem - solving skills, particularly in anticipating edge cases and designing solutions that remain stable as data, UI, and workflows change.
• Experience improving delivery scalability through better tooling, infrastructure, or process not just through hiring.
• Strong cross-functional collaboration skills, working effectively with Sales, CSM, Product, and R&D.
• Clear, confident communication skills in English across customers and cross-functional stakeholders.
• Fluent English, written and spoken.