Chief of Staff to the CEO

Accountabilities

• Translate senior leadership decisions into coordinated action by clarifying outcomes, identifying impacted teams, sequencing communications, and tracking execution.

• Anticipate significant business questions, organizational constraints, and emerging risks, ensuring the appropriate leaders address them promptly.

• Identify duplicated efforts, conflicting roadmaps, and cross-functional challenges without clear ownership, and facilitate resolution among accountable teams.

• Own and continuously improve the senior leadership team's operating rhythm, including priority reviews, decision-making processes, and commitment tracking.

• Strengthen the flow and quality of information to and from the CEO, ensuring leaders have the context needed to make informed decisions and act effectively.

• Lead selected CEO-priority initiatives that do not have a natural functional owner, partnering with relevant leaders to drive them through completion.

• Challenge assumptions, pressure-test leadership direction, and help ensure strategic decisions translate into consistent organizational action.

Requirements:

• 12+ years of experience in operations, business operations, strategy, general management, or a Chief of Staff function, preferably within a high-growth technology environment.

• Experience serving as a CEO's Chief of Staff, leading an integration or organizational transformation, or scaling operations through a significant period of growth is a strong advantage.

• Demonstrated entrepreneurial ownership, such as founding a business, operating in an early-stage company, or leading an ambiguous, high-stakes initiative from definition through execution.

• Proven ability to drive complex, cross-functional initiatives to completion without relying on formal authority, title, or additional headcount.

• Strong executive presence, sound judgment, and a low-ego approach, with the confidence to act as an intellectual peer to senior leaders, challenge the CEO constructively, and communicate difficult messages directly.

• Exceptional written and verbal communication skills, including the ability to distill complex information into concise, clear, actionable direction.

• Excellent organizational skills, resilience, discretion, and follow-through, with the ability to establish structure amid ambiguity and shifting priorities.

• Practical fluency in using AI tools and a well-developed perspective on how AI can transform business operations and organizational effectiveness.

Benefits:

• Compensation:The original posting lists annual salary ranges for candidates based in the United States, varying by geographic market: $338,000–$413,000 for specified major metropolitan areas; $304,000–$371,000 for other specified markets; and $287,000–$351,000 for other US locations. These ranges are US-specific and do not establish a salary range for Canada.

• Salary determination:Actual compensation in the original posting depends on factors such as job level, qualifications, skills, competencies, and proficiency.

• Inclusive workplace:The employer emphasizes equal employment opportunities and a commitment to diversity.

• Accessibility:Reasonable accommodations are available for candidates with disabilities during the application process.