Chief of Staff – Office of the CTO

About The Role

We are seeking a highly organized, strategic, and execution-driven Chief of Staff to the CTO. This role will serve as the CTO’s right hand, ensuring that technology initiatives are well-planned, coordinated, and delivered effectively. The Chief of Staff will drive operational excellence, provide program oversight, and enable the CTO to focus on high-impact leadership priorities.

This is a unique opportunity to sit at the intersection of technology, business strategy, and execution, helping scale our engineering organization and ensuring the successful delivery of our technology roadmap.

Responsibilities

Delivery & Execution

• Oversee the execution of key technology initiatives, ensuring on-time delivery and adherence to scope and quality.
• Build and maintain delivery dashboards, KPIs, and reporting mechanisms for executive visibility.
• Proactively identify risks, dependencies, and bottlenecks; drive alignment and solutions with stakeholders.
• Champion best practices in program management, agile execution, and delivery frameworks.
  
  

Project Planning & Roadmap Management

• Partner with the CTO and tech leadership to translate strategic vision into actionable project plans.
• Run planning and prioritization cycles (quarterly/annual), ensuring alignment between product, engineering, and business needs.
• Manage resource allocation trade-offs and maintain a central source of truth for all technology projects.
• Track and communicate progress against roadmap milestones.
  
  

Coordination & Leadership Support

• Serve as a coordination hub across engineering, product, design, and business functions.
• Prepare CTO for leadership forums, reviews, board updates, and external engagements with concise briefs and data-driven insights.
• Organize and facilitate leadership meetings, ensuring discussions are structured, outcomes are documented, and follow-ups are executed.
• Drive cross-functional alignment on technical priorities and ensure organizational focus.
  
  

Strategic Initiatives & Special Projects

• Lead cross-functional projects that cut across multiple teams and don’t have a clear owner.
• Partner with the CTO on org design, scaling processes, and operational improvements.
• Support change management initiatives to improve efficiency and collaboration across the technology organization.
  
  

Qualifications

• 8+ years of experience in program management, strategy, or operations within a technology-led organization.
• Strong track record of driving delivery of large, complex, and cross-functional initiatives.
• Exceptional organizational and stakeholder management skills.
• Excellent written and verbal communication skills, with the ability to distill complexity into clear updates.
• Experience working closely with engineering and product leaders; strong understanding of software delivery practices.
• Proven ability to balance strategic thinking with hands-on execution.
• Bonus: Prior experience as Chief of Staff, Technical Program Manager, or Strategy/Operations leader in a scaling tech company.
  
  

Success Metrics

• High % of roadmap initiatives delivered on time, within scope, and with quality.
• Improved organizational alignment across technology and business stakeholders.
• Increased visibility and predictability of technology execution.
• Positive feedback from CTO and leadership on efficiency and support.