Head of Operations - Gross Labs

Gross Labs is a modern family enterprise platform founded by Nick Gross, dedicated to building, acquiring, and investing in culture-driven businesses across sports, media/entertainment, education, real estate development, hospitality, and consumer ventures. The platform operates a diverse portfolio of operating companies, investment projects, development initiatives, and a philanthropic foundation. As Head of Operations, you will play a pivotal role in shaping and scaling the operational infrastructure of a multi-entity holding company. You will work closely with the founder/CEO and senior leadership to drive strategic initiatives, standardize processes, and ensure seamless execution across business units. This is a unique opportunity to impact a dynamic, founder-led enterprise with broad reach and ambitious growth plans. Key responsibilities include: Build and manage the enterprise operating cadence across operating companies, investments, development initiatives, and foundation efforts Create systems for visibility, reporting, and decision-making across business units Oversee enterprise KPI dashboards and executive performance tracking Drive cross-functional strategic initiatives from concept through implementation Align operating-company priorities with the broader investment and growth strategy Lead special projects such as new venture launches, partnerships, acquisitions, and expansion Coordinate across operating company leaders, investment/development partners, and internal stakeholders Ensure efficient communication, track deliverables, and hold teams accountable to timelines and goals Coordinate milestone tracking for large-scale development projects, including Oklahoma City initiatives Partner directly with the founder/CEO to prioritize focus and prepare briefing materials, dashboards, and decision frameworks Build scalable operational infrastructure, standardizing reporting, planning cycles, and governance rhythms Improve organizational efficiency through process design and automation Required Qualifications: Master’s degree Experience managing multiple priorities across multiple business lines Experience building operational systems for visibility, reporting, and decision-making across teams or business units Experience leading cross-functional strategic initiatives from concept through implementation Demonstrated financial, operational, and project management fluency in an operations leadership role Proficiency with Google Workspace tools (Google Sheets, Google Docs, Google Calendar) Proficiency with ClickUp or Notion Experience partnering directly with a founder/CEO (or equivalent executive) to prepare briefing materials, dashboards, and decision frameworks Preferred Qualifications: Experience operating in a multi-entity environment such as a holding company, family office, venture platform, diversified operating group, or complex founder-led enterprise Experience with venture investing and/or portfolio operations Experience with real estate development and/or mixed-use project coordination Comprehensive health insurance coverage (medical, dental, vision) 401(k) retirement plan with company match Generous paid time off and holidays Flexible hybrid work environment based in Newport Beach, CA Professional development opportunities and executive coaching Opportunity to work directly with founder/CEO and senior leadership Team events and a collaborative, culture-driven workplace