General Counsel - Skybox Capital

Chicago

Published 1 day ago

General Counsel — Family Office / Private Equity

Reports to: Senior Leadership
Manages: HR Function (with HR Coordinator and Director of People)
Company: Skybox Capital LLC

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 — including technology, e-commerce, real estate, and entertainment — with portfolio companies such as GoTickets, Leads IQ, and Magnolia Capital, among others. We also manage a growing network of global operations across North America, Israel, and Asia.

At Skybox, we believe in modern, technology-driven decision making. We operate lean, leverage AI across functions, and empower our team to move quickly and think strategically.

The Opportunity

We’re seeking a General Counsel who will lead and modernize the legal function across the Skybox family of companies.

This is both a strategic and hands-on role, ideal for an experienced attorney who combines traditional legal expertise with a deep understanding of how AI can transform the practice of law. You’ll use AI and specialized legal software to research, draft, and analyze — ensuring the team engages outside counsel only when necessary and always with clarity and focus.

You’ll oversee legal, HR, compliance, and governance across a portfolio that includes entities in the U.S., Israel, Canada, and other jurisdictions — working closely with leadership to anticipate and manage legal risk while supporting growth.

What You’ll Do

  • Lead all legal and compliance functions for Skybox Capital and its portfolio companies
  • Use AI tools and legal-specific software (e.g., Harvey, CoCounsel, Spellbook, Casetext) to conduct research, draft contracts, and prepare analysis before engaging outside counsel
  • Oversee HR legal compliance, supporting the Director of People and HR Coordinator
  • Draft, review, and negotiate contracts and agreements across all operating companies
  • Ensure state, federal, and international compliance, particularly for GoTickets, which operates across multiple U.S. jurisdictions
  • Guide corporate governance and entity management across the Skybox portfolio
  • Manage outside counsel strategically to ensure cost-effective, targeted use of resources
  • Advise leadership on employment law, data privacy, cybersecurity, and risk management
  • Support strategic transactions, including investments, acquisitions, and divestitures
  • Develop templates, policies, and scalable processes for legal and HR documentation
  • Oversee compliance for international offices and offshore employees in Israel, Canada, India, and the Philippines
  • Coordinate with outside counsel on real estate and asset management matters at Magnolia Capital
  • Monitor and advise on manufacturing and supplier agreements in China, Vietnam, and other international jurisdictions, leveraging AI to streamline review and due diligence

Who You Are

  • J.D. and active bar membership (U.S.)
  • 8+ years of legal experience, ideally including in-house experience with private equity, family offices, or multi-entity organizations
  • Demonstrated proficiency using AI in legal workflows — drafting, compliance, contract review, and research
  • Proven ability to manage complex, multi-jurisdictional legal environments
  • Strong foundation in corporate, employment, and compliance law
  • Skilled at balancing risk with business objectives and providing pragmatic guidance
  • Experienced in managing outside counsel cost-effectively
  • Excellent communicator with the ability to translate legal language into clear business recommendations
  • Comfortable in a fast-paced, entrepreneurial, and global environment
  • Curious, tech-forward, and constantly seeking ways to enhance efficiency and insight through AI

Why Join Skybox

  • Strategic Leadership: Define and execute the legal strategy across a global investment platform
  • AI-Driven Efficiency: Use technology to modernize the legal function and control costs
  • Cross-Industry Exposure: Support a diverse set of operating companies and investments
  • Global Scope: Oversee compliance across North America, Israel, and Asia
  • Collaborative Culture: Partner directly with senior leadership and decision-makers
  • Meaningful Impact: Build the legal foundation for a growing, modern family office

Join Us

If you’re a forward-thinking attorney who embraces technology and thrives in dynamic, multi-entity environments, we’d love to meet you.

Apply today to join Skybox Capital, where innovation, discipline, and efficiency define how we invest — in companies and in people.

Full time

Director/ Vice-President

Chicago