Chief of Staff

Summary

Join a dynamic portfolio of companies led by a successful entrepreneur as their Chief of Staff. Reporting directly to the Founder/CEO, you will be a key strategic partner, managing and optimizing operations across multiple business entities. This high-intensity role requires exceptional drive and the ability to thrive under pressure, demanding excellence in execution and the resilience to keep pace with a fast-paced founder. You will drive strategic initiatives, lead change management, support growth strategies, and act as a strategic thought partner to the CEO. The position is remote (EST timezone) with 30% travel required. This is an exceptional opportunity to work across multiple high-growth businesses and have a clear path to C-suite opportunities.

Requirements

• 7+ years of experience in operations, strategy, or project management
• Proven track record of thriving in high-intensity, fast-paced environments
• Strong history of implementing processes and driving operational improvements
• Experience working in entrepreneurial settings with rapid growth
• Exceptional project management and organizational skills
• Strong analytical and problem-solving capabilities
• Ability to work effectively across multiple business verticals
• Outstanding communication and interpersonal skills

Responsibilities

• Drive implementation of EOS (Entrepreneurial Operating System) across portfolio companies
• Build and optimize processes to professionalize growing businesses
• Create playbooks and standardized operating procedures
• Manage strategic projects across multiple business verticals
• Support operational excellence initiatives across the portfolio
• Lead change management initiatives
• Support the development and execution of growth strategies
• Analyze business opportunities and prepare recommendations
• Drive operational efficiency improvements
• Coordinate with leadership teams across portfolio companies
• Act as a strategic thought partner to the Founder/CEO
• Manage key stakeholder relationships
• Coordinate high-level meetings and strategic planning sessions
• Support content development and speaking engagements
• Drive special projects as directed by the CEO

Preferred Qualifications

• MBA or equivalent experience
• Relentless work ethic and ability to maintain a high level of performance across long days
• Mental toughness to thrive in a fast-paced, high-pressure environment
• Ability to match the founder's pace and intensity
• Comfort with rapid context-switching and concurrent deadlines
• Resilience to handle multiple urgent demands without becoming overwhelmed
• Natural bias toward action and results
• Entrepreneurial mindset and appetite for challenging work

Benefits

• Base salary: $175k-200K
• Performance bonus
• Comprehensive benefits package
• Career progression opportunities into C-suite roles within portfolio companies
• Opportunity to work directly with a successful entrepreneur across multiple industries