Work at a Startup

Job Title: Technical Program Management Director

Location: US Remote

Reports To: Chief Technology Officer (CTO)

About The Role

We are seeking a highly strategic and execution-focused Technical Program Management Director working directly with the CTO. This role operates at the intersection of technology, operations, and leadership - driving critical initiatives, improving organizational effectiveness, and ensuring alignment across engineering and business priorities.

You will act as a force multiplier for the CTO: leading high-impact programs, coordinating cross-functional efforts, and helping scale the engineering organization during a period of transformation and beyond.

Key Responsibilities

Strategic Program Management

• Lead end-to-end execution of high-priority initiatives sponsored by the CTO
• Drive planning, tracking, and delivery of cross-functional technical programs
• Establish program governance, milestones, KPIs, and reporting mechanisms
• Identify risks and proactively implement mitigation strategies
  
  

AI Bootcamp Program Leadership

• Own program management of the internal AI Bootcamp, from employee registration through post-graduation surveys and employee effectiveness measures
• Coordinate curriculum delivery with internal and external stakeholders
• Track engagement, progress, and outcomes
• Define and report on success metrics (e.g., adoption, skill development, business impact)
  
  

Builder Onboarding

• Design and manage onboarding programs for new Builder hires
• Ensure new hires are effectively ramped on tools, systems, and development practices
• Partner with engineering leadership to continuously improve onboarding experience and speed-to-productivity
  
  

Engineering Transformation Support

• Support the CTO in driving transformation initiatives related to software development practices, tooling, and processes
• Facilitate adoption of new methodologies and alignment to engineering mission and vision
• Coordinate communication, training, and change management efforts across teams
  
  

Executive Support Functions

• Act as a trusted advisor and operational partner to the CTO
• Prepare executive briefings, updates, and strategic communications
• Drive alignment across leadership teams and ensure follow-through on key decisions
• Improve internal processes, cadences, and organizational visibility
  
  

Qualifications

Required

• 5+ years of experience in program management, engineering operations, or global operational leadership experience focused on delivering business results
• Must have experience working in a technical capacity or alongside development teams.
• Strong understanding of software development lifecycle and engineering workflows
• Proven ability to manage complex, cross-functional programs
• Excellent cross-cultural communication and stakeholder management skills
• Highly organized and metrics-driven with strong execution discipline
• Ability to operate successfully in highly ambiguous environment
• Ability to take full program ownership and deliver results with little oversight, high ownership, and accountability
• Champion for innovation and leveraging AI to maximize professional potential and delivery for the business
• Experience working closely with executive leadership (CTO, VP Engineering, etc.)
• Experience supporting organizational transformation or change management efforts
  
  

Preferred

• Understanding of AI/ML initiatives or developer productivity tooling
• Background in engineering, computer science, or related technical field