Chief of Staff

The Role As Chief of Staff to the CEO, you will work directly with Brian and the global Senior Management Team to drive strategic initiatives, accelerate execution, and ensure alignment across the organization. You will act as a force multiplier—bringing structure, clarity, and momentum to the company’s most important priorities. This is not an administrative role. It is a strategic, facilitative leadership position requiring intellectual rigor, strong judgment, and the ability to move seamlessly between big-picture strategy and hands-on execution. Key Responsibilities Partner with the CEO to shape, lead, and execute strategic initiatives and special projects Serve as a trusted advisor and sounding board to the CEO and senior leaders Act as an “air traffic controller” for the leadership team—synthesizing information, connecting dots, and maintaining a holistic view of priorities Facilitate executive road-mapping, business planning, and prioritization sessions Coordinate and support key business management processes including budgeting, resourcing, and performance management Drive cross-functional alignment and ensure follow-through on high-impact initiatives Operate with flexibility and speed in a dynamic, fast-paced global environment Why This Role Is Exciting A true leadership role with significant exposure to operating and scaling a global SaaS company Direct partnership with the CEO and senior executives across the business Frequent domestic and international travel (including Budapest, London, Vancouver, and more) A front-row seat to how strategy becomes execution at scale Required Qualifications 4+ years of professional experience, ideally with a background in management consulting, private equity, or a similar high-performance environment Prior experience as a Chief of Staff is a strong plus Proven ability to lead complex, multi-stream projects from concept through execution Comfortable driving change and operating in ambiguity Highly analytical, with strong proficiency in Excel and PowerPoint Intellectually curious and enthusiastic about experimenting with and leveraging AI Exceptionally organized, proactive, and resourceful with strong problem-solving skills Based in New York City and excited by frequent domestic and international travel U.S pay range $151,000 — $189,000 USD About Us Diligent is the AI leader in governance, risk and compliance (GRC) SaaS solutions, helping more than 1 million users and 700,000 board members to clarify risk and elevate governance. The Diligent One Platform gives practitioners, the C-Suite and the board a consolidated view of their entire GRC practice so they can more effectively manage risk, build greater resilience and make better decisions, faster. At Diligent, we're building the future with people who think boldly and move fast. Whether you're designing systems that leverage large language models or part of a team reimaging workflows with AI, you'll help us unlock entirely new ways of working and thinking. Curiosity is in our DNA, we look for individuals willing to ask the big questions and experiment fearlessly - those who embrace change not as a challenge, but as an opportunity. The future belongs to those who keep learning, and we are building it together. At Diligent, you’re not just building the future - you’re an agent of positive change, joining a global community on a mission to make an impact. Learn more at diligent.com or follow us on LinkedIn and Facebook What Diligent Offers You Creativity is ingrained in our culture. We are innovative collaborators by nature. We thrive in exploring how things can be differently both in our internal processes and to help our clients We care about our people. Diligent offers a flexible work environment, global days of service, comprehensive health benefits, meeting free days, generous time off policy and wellness programs to name a few We have teams all over the world . We may be headquartered in New York City, but we have office hubs in