Senior Director of Engineering, Developer and Agent Experience

New
T
ToastRestaurant Technology
Remote, United StatesFull-TimeDirector
Salary246,000 - 502,000 USD per year
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Job Details

Experience
15+ years
Required Skills
Artificial IntelligenceCI/CDCompliancePrompt Engineering

Requirements

  • 15+ years of experience in software engineering, including senior leadership roles.
  • Deep technical proficiency in applied AI and agentic architectures.
  • Proven experience building and scaling developer platforms, internal engineering systems, and CI/CD tooling.
  • Ability to design systemic, long-term platforms rather than point solutions.
  • Familiarity with prompt engineering and context design.
  • Knowledge of developer-facing API/platform design and usage-based cost models.
  • Proven capability to drive organization-wide adoption of new workflows and standards.
  • Experience operating inside compliance constraints such as PCI or SOX.

Responsibilities

  • Define and deliver the core platform enabling AI-native development, including model access layers, agent orchestration, and internal AI marketplaces.
  • Design and implement AI-driven workflows that convert PRDs and design specs into executable code, tests, and documentation.
  • Re-architect developer experience across inner and outer loops to reduce friction in CI/CD, local development, and deployment.
  • Transition individual AI tool usage into standardized org-wide workflows, playbooks, and training.
  • Define and monitor north-star metrics, owning model-cost optimization, routing, and governance.
  • Build and lead a specialized organization focused on AI platform engineering and agent systems.
  • Manage human-facing developer experience, including the Developer Portal, service catalogs, and template libraries.
  • Architect for portability by ensuring the harness layer remains model-agnostic and evaluating open-weight and self-hosted options.
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246,000 - 502,000 USD per year
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