AI Implementation Technical Program Manager

Cypress HCM; United States; On-site; USD 156,000 - 175,000; Full time

Job summary

Cypress HCM is seeking an AI Implementation Technical Program Manager to build and steward the CS AI Tools Repository. You will collaborate with product, engineering, operations and frontline teams to turn knowledge into reusable, verified AI tools while ensuring accuracy and currentness as processes evolve.

You will own the full skills lifecycle, define governance standards, and run evaluation frameworks to ensure tool quality. This role emphasizes responsible AI and cross-team impact.

Qualifications

• 7+ years of experience in technical program management.
• Experience with AI tools, including prompt engineering, LLM-based product development, or AI workflow automation.
• Exceptional written communication translating complex operational workflows for non-technical readers.
• Experience designing and running quality or evaluation frameworks and defining standards.
• Strong program management instincts balancing stakeholders and delivering reliably.
• Collaborative, low-ego style across product, engineering, operations, and analytics teams.
• Hands-on knowledge of software development life-cycle; Agile experience preferred.

Responsibilities

• Own the AI Tools Repository end to end and steward governance.
• Partner with product, engineering, operations, and frontline teams to turn institutional knowledge into AI tools.
• Define templates, acceptance criteria, and governance across the workflow.
• Design test cases and pass/fail standards for new tools before inclusion.
• Maintain repository health, version history, and deprecation criteria.
• Lead cross-functional training and communications on AI tool usage.
• Champion responsible AI practices with guardrails and human-in-the-loop checks.

Skills

AI tools

Prompt engineering

LLM product development

Quality evaluation frameworks

Program management

Agile

Collaboration

Job description

• CS Platform & Experience is responsible for defining the ideal support journey for guests and hosts, and developing the customer-facing and internal Community Support products and platforms that deliver world-class support. We partner across to integrate support into every product and service, and we are executing on an ambitious AI-native roadmap toward 10-star customer service.
• A foundational piece of that roadmap is the AI Skills Repository — a governed library of AI-powered skills built on Claude that automate, accelerate, and standardize workflows across the team. This role owns that repository end to end.
• The Role
• We are looking for an AI Implementation Technical Program Manager to build and steward the CS AI Tools Repository. This is a new, high-impact role at the intersection of AI product operations, knowledge management, and quality assurance. You will partner with product managers, engineers, operations leads, and frontline teams to turn institutional knowledge into reusable, verified, production-grade AI tools and keep them accurate, current, and effective as our products and processes evolve.
• You will own the full skills lifecycle: creation, verification, maintenance, and quality management. You will present creative ideas and prototypes of new skills to target audiences for feedback and implementation. You will define the standards and governance model for the repository, run evaluation frameworks to ensure AI tool quality, and serve as the authoritative voice on what "good" looks like for AI-assisted workflows in Community Support.

Description

• CS Platform & Experience is responsible for defining the ideal support journey for guests and hosts, and developing the customer-facing and internal Community Support products and platforms that deliver world-class support. We partner across to integrate support into every product and service, and we are executing on an ambitious AI-native roadmap toward 10-star customer service.
• A foundational piece of that roadmap is the AI Skills Repository — a governed library of AI-powered skills built on Claude that automate, accelerate, and standardize workflows across the team. This role owns that repository end to end.
• The Role
• We are looking for an AI Implementation Technical Program Manager to build and steward the CS AI Tools Repository. This is a new, high-impact role at the intersection of AI product operations, knowledge management, and quality assurance. You will partner with product managers, engineers, operations leads, and frontline teams to turn institutional knowledge into reusable, verified, production-grade AI tools and keep them accurate, current, and effective as our products and processes evolve.
• You will own the full skills lifecycle: creation, verification, maintenance, and quality management. You will present creative ideas and prototypes of new skills to target audiences for feedback and implementation. You will define the standards and governance model for the repository, run evaluation frameworks to ensure AI tool quality, and serve as the authoritative voice on what "good" looks like for AI-assisted workflows in Community Support.

Duties

• Partner with product managers, operations leads, and subject-matter experts across CS to identify high-value workflows suitable for AI tool development.
• Coordinate and conduct the development, testing, and implementation of AI skills + tools for internal teams ensuring a high standard of output from each tool.
• Define and steward the AI tools submission lifecycle including standardised templates, acceptance criteria, and governance across the end-to-end workflow
• Design and operate a structured AI tool evaluation framework by defining test cases and pass/fail standards before any tool enters the repository.
• Own the ongoing health of the repository: monitor for use cases that become stale, inaccurate, or redundant as products, CS policies, or operational workflows change.
• Maintain a version history and changelog for every AI tool, enabling rollback and audit.
• Establish clear deprecation criteria and processes by retiring tools that no longer deliver value while communicating changes to affected teams.
• Define and own the CS AI tooling governance model: naming conventions, metadata standards, access controls, review cadences, and ownership assignment.
• Create and maintain a skills catalogue that makes the repository discoverable and usable for all CS team members including clear documentation of purpose, inputs/outputs, limitations, and known edge cases for every skill.
• Run regular repository audits, producing health reports that track coverage, quality scores, adoption trends, and outstanding gaps for leadership.
• Champion responsible AI practices, ensuring skills include appropriate guardrails, escalation paths, and human-in-the-loop checkpoints where required.
• Collaborate with the Chief of Staff to run team wide training sessions, produce newsletters and other communications ensuring alignment with the broader organization.

Requirements

• 7+ years of experience in technical program management with a proven track record of success.
• Demonstrable experience working with AI tools, including prompt engineering, LLM-based product development, or AI workflow automation, with a strong instinct for where AI adds genuine value vs. where it introduces risk.
• Exceptional written communication: the ability to translate complex operational workflows into clear, precise, structured documentation that non-technical readers can act on.
• Experience designing and running quality or evaluation frameworks — you have a track record of defining what "good" looks like and holding work to that standard.
• Strong program management instincts: you can manage a portfolio of work across multiple stakeholders, balance competing priorities, and deliver reliably.
• A collaborative, ambitious, low-ego working style. This role requires influence without authority across product, engineering, operations, and analytics teams.
• Hands-on, working knowledge of software product development life-cycle and methodologies. Specific experience with Agile is preferred.
• Preferred
• Experience in a customer support, trust, or operations organization at a technology company.
• Understanding of data quality principles and experience working with analytics or data science teams to instrument impact metrics.

Compensation

• $112.56 – 127.59/hr W—2

Req ID

• 37643599