Chief of Staff to the CTO

Role Title: Chief of Staff to the Chief Technology Officer

Location: Boston, Massachusetts – hybrid schedule (Tuesday, Wednesday, Thursday). Remote work not eligible.

About the Role

Validity seeks an experienced Chief of Staff to amplify the contributions of our CTO. The role is not an executive assistant but a strategic partner who thinks and makes decisions at the CTO/CPO level, communicates with board-level fluency, and earns credibility with senior leaders.

Position Duties and Responsibilities

• Amplify the CTO’s contributions by representing him in cross-functional executive conversations, steering committees, and strategic working sessions – not as a note-taker, but as a proxy who can make judgment calls, commit resources, and hold peers accountable.
• Invest time developing deep synchronization with the CTO. Learn how he makes decisions, observe what factors and dependencies he considers, and develop an understanding of how he makes trade‑offs to achieve overall goals.
• Own the operating rhythm of the CTO’s organization: leadership reviews, planning cycles, key performance conversations, and strategic off‑sites – ensuring these are high‑quality and lead to decisions, not just discussion.
• Lead high‑priority strategic initiatives on the CTO’s behalf, from framing the problem through driving to resolution, with little supervision. Ensure the CTO’s priorities are understood and acted upon consistently across a distributed, global organization.
• Build trusted relationships with the CTO’s direct reports and other senior leadership. Leverage these relationships to accelerate communications and assess where the organization is healthy and where opportunities for improvement exist.
• Develop a clear point of view on any organizational issues, tensions, and opportunities and surface them along with recommendations to the CTO before they become problems.
• Where functional leads need the CTO’s authority to unlock progress, act as that authority with judgment, consistency, and appropriate escalation.
• Write and edit at a C‑suite level: board materials, external thought leadership, internal communications, and strategic documents. Ensure the technology narrative is coherent, compelling, and credible and reflects the CTO’s voice and vision with precision.
• Serve as an active thought partner to the CTO regarding Validity’s AI innovations. Track the external landscape in AI, synthesizing competitor moves, emerging capabilities, and customer signals into inputs the CTO can act on.
• Coordinate across Engineering, Product, and Data Strategy to ensure the AI roadmap is coherent, resourced, and on schedule – including creation of collateral and GTM materials.
• Ensure that AI innovation work maintains organizational priority and velocity.
• Ensure that when the CTO makes a commitment – to the CEO, the board, a customer, or his team – there is a system behind it that ensures follow‑through.

Required Experience, Skills, and Education

• 10–15 years of experience in a Chief of Staff role of at least the VP level operating across engineering, product, and business functions.
• Deep product management and technical fluency – enough to earn the respect of principal engineers, architects, and senior product managers.
• Exemplary written communication skills. Experience creating materials for CEOs, boards, or major customers.
• Experience acting on an executive’s behalf. Comfortable leveraging the CTO’s authority in his absence and clear about when to act versus when to expand.
• Track record of operating effectively in ambiguity; drive to clarity, and hold multiple workstreams without losing track of what matters most.
• You are organizationally savvy – you build trust broadly, read organizational dynamics accurately, and use both to remove obstacles and drive important work forward.
• You have experience‑informed perspectives about how engineering and product organizations should run at scale, and you can apply those opinions constructively.

Salary, Benefits, and Bonus Opportunities

Salary range: $250,000 – $285,000 plus benefits, bonus opportunities, and stock options. Final salary may vary based on skills, location, and experience.

Equal Opportunity Employer

Validity is a proud equal opportunity employer. We are committed to providing equal employment opportunities to all employees and applicants for employment regardless of race, color, ancestry, national origin, citizenship, religion or creed, age, disability, medical condition, AIDs/HIV status, genetic information, veteran status, sex, parental status, gender identity and expression, sexual orientation, marital status, or any other characteristic protected by applicable law.