Chief Of Staff | CTO

1. About Our Client:

The organization operates in the healthcare intelligence industry, focusing on improving the payment continuum for health plans. It addresses challenges related to transparency, value, and efficiency in healthcare payments by providing a configurable, AI-powered platform combined with expert knowledge. The platform is used by over 60 health plans, including many top-tier clients, representing more than 160 million lives, highlighting its broad impact and reach in the healthcare sector.

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1. About the Opportunity:

The Chief of Staff to the CTO will enhance the effectiveness of the technology organization by bridging strategy, operations, and execution. This role ensures the CTO’s vision is translated into prioritized actions and measurable results. It plays a key role in maintaining alignment and accountability within a fast-paced engineering environment, enabling the organization to meet its technical and strategic goals.

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1. Responsibilities:

• Manage the operating rhythm of the technology organization, including planning cycles, OKRs, budgets, headcount, and resource allocation  

• Track progress against goals, identify risks early, and maintain accountability systems  

• Partner with the CTO to synthesize information, prepare for high-level meetings, and represent their perspective when needed  

• Draft communications and shape narratives around technical strategy  

• Coordinate cross-functional alignment between engineering, product, finance, HR, and other teams  

• Facilitate decision-making and resolve bottlenecks across organizational boundaries  

• Collaborate with finance to manage the technology budget, build financial models, and analyze trade-offs

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1. Requirements:

• Experience in technical environments, ideally as a Chief of Staff or operational leader supporting a CTO or VP of Engineering  

• Ability to understand technical discussions, including architecture and technical debt, and gain respect from engineering teams  

• Proven track record in operational planning processes such as OKRs, budgets, headcount plans, and executive reviews  

• Strategic thinking skills to connect day-to-day operations with broader organizational goals  

• Executive presence with experience representing leadership in senior meetings and facilitating difficult conversations  

• Strong written and verbal communication skills, capable of adapting messaging for different audiences

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1. Pay Range and Compensation Package:

• The pay range and compensation package for this role will be determined based on the candidate’s experience, skills, and other relevant factors.

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1. Benefits & Perks:

• Remote work anywhere in the US  

• Medical, dental, and vision insurance  

• FSA and HSA options  

• Tuition reimbursement  

• Competitive salary and 401(k) with company match  

• Unlimited paid time off  

• Additional health and wellness benefits  

• Flexible and trusting work environment

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Equal Opportunity Statement:

Our client is an equal opportunity employer. They celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, or national origin.

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Note:

RemoteHunter is not the Employer of Record (EOR) for this role. Our purpose in this opportunity is to connect exceptional candidates with leading employers. We help job seekers worldwide discover roles that match their goals and guide them to complete their full application directly through the hiring company’s career page or ATS.