Technical Program Director
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Job Description
Technical Program Director leading complex, cross-functional engineering programs at Cast & Crew, an entertainment technology and services provider. Managing delivery governance, budgets, dependencies, risks, and executive communication.
Responsibilities:
- Lead the technical implementation of complex strategic initiatives spanning product, engineering, and data teams
- Establish and maintain scope, schedule, and budget baselines
- Maintain a single source of truth for program status
- Build integrated program plans and dependency maps across engineering, product, QA, data, and operations
- Run program-management cadences including RAID logs, steering committees, change control, and milestone gates
- Track budget burn and forecast variance
- Own status reports, steering committee updates, and stakeholder working sessions
- Provide clear, actionable updates to the CTO and executive stakeholders
- Connect teams and facilitate decisions
- Identify risks and blockers proactively and drive resolution or mitigation plans
- Escalate blockers appropriately
- Manage cross-team engineering, infrastructure, vendor, and third-party dependencies
- Track program spend and resource allocation with engineering leadership and finance
- Oversee third-party or vendor workstreams where applicable
- Ensure business stakeholders understand changes, timing, and operational impact
- Run formal change management for scope, timeline, and sequencing changes
- Report directly to the CTO
- Potentially hire and lead a small team of Program or Project Managers as the portfolio grows
Requirements:
- 5+ years of specific, relevant experience leading complex, technical, cross-functional programs
- PMP certification or equivalent demonstrated program management rigor
- Track record managing programs with real budget, staffing, and executive accountability
- Fluency with structured (waterfall/stage-gate) and Agile delivery models
- Demonstrated proficiency using LLM tools, particularly Claude Cowork
- Ability to set up and manage AI projects with scheduled, automated tasks
- Excellent written and verbal communication skills
- Comfort operating across multiple concurrent, high-visibility initiatives
- Experience standing up or maturing a PMO function or program-governance model inside an engineering organization
- Hands-on proficiency with program/PPM tooling such as Jira, Confluence, Smartsheet, or MS Project
- Preferred: experience in payroll, HR technology, entertainment/media production finance, or another regulated, operationally complex domain
- Preferred: experience managing vendor or systems-integrator relationships on technical delivery programs
- Additional certifications such as PgMP, SAFe, or Lean Six Sigma are a plus
- Ability to work in California-Remote
Benefits:
- Medical
- Dental
- Vision
- PTO
- Health and wellness programs
- Employee discounts
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