Chief of Staff to the Chief Executive Officer (CEO) Remote (anywhere in United States)

The Company is seeking a Chief of Staff to the CEO to play a pivotal role in the organization's AI-driven future of customer success. The successful candidate will be responsible for amplifying the CEO's impact, maintaining the executive team's alignment, and driving cross-functional initiatives. This high-visibility, fast-moving role requires a professional with a background in a Chief of Staff, strategy, business operations, management consulting, investment banking, venture capital, or private equity, and a proven track record of 5-10 years in a related field. Key responsibilities include developing and delivering high-impact CEO communications, setting and driving the executive team operating rhythm, and owning the full life cycle of the annual strategic planning process. The role demands exceptional written and verbal communication skills, strong structured thinking, and the ability to manage multiple complex workstreams concurrently. The ideal candidate for the Chief of Staff to the CEO position at the company will have a Bachelor's degree (or equivalent experience), with a preference for those holding an MBA from a top-tier program. They should be a trusted partner, a force multiplier, and an exceptional communicator, with a strong executive presence and the ability to engage with C-suite leaders, Board members, and advisors. Proficiency in modern data and collaboration tools, as well as a strong fluency in AI and its application to executive-level work, is essential. The role also requires a candidate who is comfortable with ambiguity, naturally curious, and intellectually humble, with a learner's mindset and a proactive approach to problem-solving. Experience in customer success, post-sale SaaS, or the broader CS technology landscape, and hands-on experience in building AI workflows, are considered a strong plus.

Hiring Company

Gainsight