Director of People — Family Office / Private Equity

Reports to: Senior Leadership
Manages: HR Coordinator

About Skybox Capital

Skybox Capital is a family office and private equity firm investing across the capital structure, with a focus on middle-market private equity and incubating new businesses.

Our investments span multiple industries, and our team blends entrepreneurial energy with disciplined financial management. We’re collaborative, forward-thinking, and people-first — building scalable systems and a strong foundation to support our team and portfolio companies.

Now, we’re looking for a Director of People to help us continue that growth.

The Opportunity

As our Director of People, you’ll lead and evolve the HR function across both Skybox Capital and its portfolio companies.

This is a strategic and hands-on role — ideal for someone who enjoys building structure while staying involved in the details that make a business run smoothly. You’ll oversee payroll, benefits, compliance, performance management, recruiting, and culture initiatives, managing an HR Coordinator and working directly with leadership to align people strategy with firm objectives.

Your work will directly impact how our team scales, collaborates, and thrives.

What You’ll Do

• Lead and mentor the HR Coordinator, providing guidance across payroll, benefits, and compliance
• Oversee payroll administration for Skybox Capital and portfolio companies
• Manage and enhance benefits programs, including open enrollment and vendor relationships
• Design and oversee performance review and bonus processes across entities
• Maintain organizational charts and workforce planning tools
• Partner with leadership on recruiting, onboarding, and retention
• Ensure compliance with employment laws, policies, and best practices
• Implement HR systems, documentation, and scalable processes
• Act as a trusted advisor to leadership and team members, fostering an inclusive, growth-oriented culture
• Lead year-end reviews and compensation cycles, managing timelines and communications across entities

Who You Are

• 7+ years of progressive HR experience, including 2+ years in a leadership role
• Background in professional services, private equity, finance, or multi-entity environments a strong plus
• Hands-on experience with payroll, benefits, and HR systems
• Deep understanding of employment law, compliance, and HR best practices
• A strategic thinker who thrives in fast-moving, entrepreneurial environments
• Excellent communicator and relationship builder; comfortable partnering with senior leadership
• Highly organized, proactive, and adaptable — able to juggle multiple priorities
• Passionate about culture, development, and creating exceptional employee experiences

Why Join Skybox

• Strategic Impact: Shape the people strategy of a growing family office and its portfolio
• Broad Exposure: Work across diverse businesses, each with unique opportunities
• Collaboration: Partner directly with senior leaders and decision-makers
• Growth: Build and lead the HR foundation for a scaling investment platform
• Culture: Entrepreneurial, flexible, and innovative — no two days are the same

Join Us

If you’re excited to lead people strategy in a fast-moving, entrepreneurial environment — and want to build a world-class culture that supports both performance and growth — we’d love to meet you.

Apply today to join Skybox Capital, where investing in people is as important as investing in opportunities.