Chief of Staff

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.

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.

What You’ll Do

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

New Initiative Design

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

Program Execution & Project Management

• Lead execution of high-leverage initiatives to the CEO
• Serve as temporary owner for unstaffed experimental projects

Strategic Partnerships

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

What Success Looks Like

First Month

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

First 3 Months

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

First 6 Months

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

What We’re Looking For

Core Competencies

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

Attributes

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

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

Why Join LeanData:

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