Chief of Staff to the CTO

Chief of Staff to the CTO

Requirements

• Bachelor’s degree in Computer Science, Engineering, Business, or a related field.
• 7+ years of experience in a leadership or operational role within a technology organization, such as Chief of Staff, Strategy & Operations Lead, or Engineering Leader.
• Strong strategic thinking with the ability to facilitate decision-making and drive organizational alignment.
• Excellent communication and interpersonal skills, with the ability to engage effectively with technical and non-technical stakeholders while building trust.
• Experience managing budgets, tracking KPIs, and driving operational efficiency within a technology organization.
• Experience assisting with headcount management and performance optimization for an organization.
• Proven ability to navigate ambiguity, solve complex problems, and lead cross-functional initiatives.
• Strong skills in managing prioritization of various projects and identifying areas of opportunity for efficiency enhancements.

Responsibilities

• Partner with the CTO to develop and execute the technology organization’s strategic vision, ensuring alignment with company-wide objectives and assisting in shaping the long-term technology strategy and roadmap, working closely with Engineering, Product, People, and Business teams to align significant initiatives.
• Lead the CTO organization’s annual and quarterly strategic planning process, driving prioritization and alignment with company goals.
• Define and drive the CTO organization-wide operating rhythm, ensuring governance structures and key cadences support efficient decision-making.
• Own and manage the technology organization’s budget, including headcount and operating expenses. Ensure financial alignment with strategic priorities and work closely with other functions to ensure efficiencies.
• Facilitate communication and coordination between the CTO, engineering leaders, and cross-functional teams to drive the execution of key priorities.
• Define and track key performance indicators (KPIs) for engineering efficiency, innovation, and tech debt management, collaborating with leaders to develop reporting structures.
• Act as a delegate for the CTO in selected meetings and initiatives across the company, ensuring alignment between technology and broader business objectives.
• Lead special projects and strategic initiatives that enhance organizational effectiveness, talent development, and technology transformation.
• Provide insights and recommendations to the CTO on organizational improvements, decision-making, and operational efficiencies.
• Partner or own the agenda and content for critical meetings such as team offsite activities/meetings, CTO staff, and EarnIn’s Technical All Hands meetings.

Preferred Qualifications

• Experience in an Agile software development environment is a plus.