Chief of Staff

Job Description:

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The Chief of Staff (CoS) is a highly strategic, execution-focused, and operationally savvy leader who serves as a trusted partner to the CEO and executive team. This person acts as an integrator across functions, a right-hand to the CEO (but not a gatekeeper) and an internal accelerator to company-wide priorities. The Chief of Staff brings world-class organizational skills, executive-level judgment, and emotional intelligence to bear across a diverse and high-leverage portfolio of strategic, operational, and cross-functional responsibilities.

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This role is ideal for a seasoned high-performing generalist who thrives in ambiguity, can think strategically for near and long-term, and brings structure for scale. This individual will spend two years in a Chief of Staff role and then, based on interest and capabilities, land in a high impact operating role within the company.

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Please Note: This is a hybrid role, with three (3) in-office days in our Santa Clara, CA offices each week to foster collaboration and connection.

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What You’ll Do

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• Strategic Planning & Execution  
• Partner with CEO to assess company progress vs. the annual plan  
• Coordinate and execute OKRs  
• Own quarterly business reviews (QBRs): define structure, metrics, and cadence  
• Responsible for the rhythm of the business, including task follow through, scheduling key meetings and preparing advance materials  

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• New Initiative Design  
• Develop business cases and project plans for new initiatives  
• Develop proposals and transition plans for cross-functional initiatives  

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• Program Execution & Project Management  
• Lead execution of high-leverage initiatives to the CEO  
• Serve as temporary owner for unstaffed experimental projects  

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• Strategic Partnerships  
• Foster relationships throughout the company and most critically with the executive team  
• Create cross-functional alignment for effective collaboration and deliverables  

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What Success Looks Like

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• First Month  
• Onboard deeply into strategy and operations  
• Shadow key leaders; listen and observe CEO and E-team workflows  

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• First 3 Months  
• Implement OKR + weekly E-team meeting cadence  
• Recommend and implement CEO playbook to improve operations and impact  

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• First 6 Months  
• Lead execution of strategic initiatives  
• Own board prep, QBRs, other initiatives  

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What We’re Looking For

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• Core Competencies  
• Strategic Thinking  
• Execution & Rigor  
• Organizational Design & Ops  
• Emotional Intelligence  
• Communication & Influence  
• Cross-Functional Leadership  
• Confidentiality & Discretion  

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• Attributes  
• Humble, curious, high ownership  
• Hyper responsive  
• Detail-oriented, structured  
• Calm under pressure  
• Sound judgment and strong anticipation of future workloads and dependencies  

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• Experience  
• 6-8 years’ experience with strategy consulting and/or business operations experience a plus  
• Experience and comfort with executive level  
• Proven project leadership track record  

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Why Join LeanData

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• LeanData covers up to 90% of employee insurance premiums  
• Stock options for all full-time employees  
• Flexible PTO  
• 401(k) plan