Chief of Staff to the CEO and Head of Operations

Position: Chief of Staff to the CEO and Head of Operations

Location: Based in San Francisco, with in-office presence once a week

About the Role:

We’re seeking a highly organized Chief of Staff and Head of Operations to support our CEO and drive key initiatives that enhance our operational efficiency and cross-functional alignment. This is an 95%+ Individual Contributor role that will manage an EA.

This dual Chief of Staff and Head of Operations position combines strategic program management with direct support to the CEO, making it ideal for someone looking to have a broad impact on the company's growth and success. You’ll be a trusted partner in building organizational clarity and efficiency, working closely with senior leaders to improve processes, enhance collaboration, and ensure alignment with our strategic goals.

Responsibilities:

Operational Excellence: Lead cross-functional initiatives to optimize organizational efficiency, identify process improvements, and implement systems that drive results.

Strategic Program Management: Partner with Product, Marketing, Sales, Engineering, and Finance to drive company-wide projects, ensuring they align with our long-term goals.

Calendar & Meeting Coordination: Manage the integrated company calendar, coordinate cross-departmental meetings, prepare agendas, and ensure thorough follow-ups. (Note: This is not an EA role; the team already has an Executive Assistant on staff.)

Process Improvement & Detail-Oriented Leadership: Approach every process with meticulous attention to detail, taking "personal offense" to inefficiencies. Develop solutions to address bottlenecks and implement streamlined workflows.

Executive Advisory & Data-Driven Insights: Serve as a strategic partner to the CEO, providing data-backed insights, recommendations, and solutions to operational challenges.

Cross-Functional Collaboration & Communication: Enhance communication across teams, promoting transparency and seamless execution of company-wide initiatives.

Delegation & Accountability: Ensure senior managers understand and execute on key initiatives. Identify and suss out the ability to delegate effectively and follow through to ensure successful completion of tasks.

Mentorship & Development: Learn directly from the CEO and executive team, gaining experience for future leadership roles within the company or beyond.

Ideal Background:

• 2+ years working for a SaaS Startup in a Chief of Staff, BizOps, Head of Operations, or similar role
• 5+ years in roles such as Project/Program Management, or Management Consulting or high-growth startup background (seed to Series C).
• Proven experience in operational efficiency, process improvement, and program/project management.
• Exceptional interpersonal skills, with the ability to engage and influence stakeholders at all levels.
• Strategic thinker who can align daily operations with broader company goals, and proactive in resolving inefficiencies.
• Proficiency in AI tools and automation to drive operational innovation.

Preferred Qualifications:

• Experience in a high-growth, fast-paced environment, especially a seed to Series C SaaS startup
• Familiarity with project management tools and methodologies.
• MBA or advanced degree in business, operations, or a related field is a plus.

Why You’ll Love This Role:

• Mentorship and Exposure: Work closely with the CEO and leadership team, gaining insights into executive strategy and operations.
• High-Impact Role: Drive meaningful improvements that directly contribute to MileIQ’s success and growth.
• Growth Potential: This role is designed to prepare you for a potential future in leadership, providing exposure to all facets of business operations.




If you’re highly organized, thrive in a fast-paced, cross-functional environment, and have a passion for operational excellence, we’d love to hear from you!