Staff Technical Program Manager, AI Native

Accountabilities

• Own the department’s end-to-end operating rhythm, including quarterly planning, OKR cycles, roadmap management, executive reviews, and goal tracking.
• Lead weekly execution alignment processes by managing agendas, preparing materials, documenting decisions, and ensuring follow-through.
• Develop strategic communications and executive-level materials, including presentations, planning documents, and team updates.
• Establish and maintain reliable sources of truth for program information, documentation, and knowledge management.
• Drive the transformation from AI-assisted workflows to AI-native operating practices by identifying automation opportunities and implementing scalable solutions.
• Act as a connector across engineering, product, business, and operational teams to improve collaboration and execution.
• Identify organizational challenges, communication gaps, and process inefficiencies, proactively creating solutions.
• Support strategy operations by reviewing materials, identifying risks, and helping leaders make informed decisions.
• Lead high-priority cross-functional projects from concept through completion, including strategic analyses, evaluations, audits, and operational improvements.
• Use AI tools and agents to improve planning, documentation, dependency management, risk identification, communication, and delivery processes.
• Mentor teams on effective AI adoption by sharing workflows, automation patterns, and best practices.
• Continuously evaluate emerging AI capabilities and recommend improvements to team operations.

Requirements

• 10+ years of technical program management experience with a proven record of leading complex, cross-functional initiatives.
• Strong technical background with the ability to understand engineering systems, influence technical decisions, and collaborate effectively with engineering teams.
• Experience using engineering and collaboration tools such as Jira, Confluence, Linear, and AI-based productivity tools.
• Advanced experience using AI tools and automation to enhance workflows, manage information, and improve decision-making.
• Strong ability to simplify complex programs, create structure from ambiguity, and drive execution without unnecessary process.
• Experience partnering with senior executives and representing leadership perspectives across teams.
• Excellent written and verbal communication skills with the ability to engage both technical and non-technical audiences.
• Strong ownership mindset with exceptional follow-through and accountability.
• Able to build trust across diverse teams, including engineering, product, legal, finance, and business stakeholders.
• Bachelor’s degree in software engineering, computer science, technology, or a related field, or equivalent professional experience.
• Experience with AI agents, AI-assisted development tools, or AI-driven knowledge management practices is highly preferred.

Benefits

• Competitive salary range: United States: $140,000-$209,000 USD Canada: $163,000-$194,000 CAD
• Comprehensive medical, dental, and vision benefits.
• Life and disability insurance coverage.
• Employer-supported retirement plans: 401(k) matching program for US employees RRSP with DPSP plan for Canadian employees.
• Flexible paid time off and company-wide holidays.
• Employee Assistance Program supporting mental wellness.
• Learning and development programs.
• Remote-first work environment with support for productive home offices.
• Equipment, tools, and resources to enable effective remote work.
• Free premium membership access to support personal and family needs.
• Opportunity to work in an innovative AI-native organization and influence the future of technology operations.