Senior Program Manager — AI-Driven Cross-Functional Delivery

Cypress HCM; San Jose (CA); Hybrid; USD 100,000 - 142,000; Full time

Job summary

Cypress HCM seeks a Program Manager 3 in San Jose, CA (Hybrid) to drive complex, cross‑functional initiatives across engineering, product, data science and partners. You will define scope, milestones, and success metrics, translate strategy into roadmaps, and manage risks and tradeoffs while keeping leadership updated.

You will coordinate delivery across teams, develop plans and schedules, track dependencies, and enhance planning processes to improve predictability and quality.

Qualifications

• 6–9 years of experience in technical or engineering program management.
• Strong technical foundation with knowledge of or hands-on experience in software development and web technologies.
• Proven ability to lead complex, cross-functional programs and influence without direct authority.
• Deep expertise in Agile methodologies.
• Proficiency with project planning and tracking tools.
• Strong organizational, communication, and problem-solving skills.
• Exposure to AI technologies and applications.
• PMP, CSM or similar certification is a plus but not required.

Responsibilities

• Define program scope, milestones, ownership, and success metrics.
• Translate strategic goals into roadmaps and execution plans.
• Coordinate delivery across engineering, product, data science and partner teams.
• Identify and manage risks, dependencies, and tradeoffs.
• Drive timely decisions and provide clear updates to leadership and stakeholders.
• Improve engineering planning and execution processes.
• Develop and maintain program plans, schedules, and success criteria.
• Facilitate cross-functional alignment and execution across engineering, product, data science, and partners.
• Track risks, dependencies, and issues; lift and drive mitigation.
• Communicate program status, decisions, and tradeoffs to leadership and stakeholders.
• Enhance engineering planning and delivery processes to improve predictability and quality.

Skills

Program management

Software development knowledge

Agile methodologies

Project planning

Communication

AI technologies

Certification (PMP/CSM)

Cross-functional coordination

Tools

PM tools

Job description

Cypress HCM seeks a Program Manager 3 in San Jose, CA (Hybrid) to drive complex, cross‑functional initiatives across engineering, product, data science and partners. You will define scope, milestones, and success metrics, translate strategy into roadmaps, and manage risks and tradeoffs while keeping leadership updated.

You will coordinate delivery across teams, develop plans and schedules, track dependencies, and enhance planning processes to improve predictability and quality.