Technical Program Management Director

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