Corporate Counsel Skybox Capital

Corporate Counsel Family Office / Private Equity

Reports to: Director of Operations
Location: Chicago IL (Hybrid: 3-4 days in office per week)
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

Were seeking a Corporate Counsel to support our legal function across the Skybox family of companies. Reporting to our Director of Operations youll handle day-to-day legal matters while gaining exposure to private equity transactions multi-jurisdictional compliance and complex corporate structures.

This is a hands-on role ideal for an attorney who wants to combine traditional legal skills with cutting-edge technology. Youll use AI tools and legal software to draft contracts conduct research and analyze issues efficiently ensuring outside counsel is engaged only when truly necessary.

Youll work across a diverse portfolio of operating companies and investments supporting corporate governance compliance commercial transactions and employment matters in the U.S. and internationally.

What Youll Do

Contract & Commercial Work

• Draft review and negotiate commercial agreements across all portfolio companies
• Prepare and manage vendor contracts NDAs service agreements and licensing deals
• Develop contract templates and playbooks to streamline negotiations
• Support business teams in structuring deals that balance risk and commercial objectives

Corporate Governance & Compliance

• Maintain corporate records and ensure proper governance for multiple entities
• Support entity formation dissolution and restructuring projects
• Ensure compliance with state federal and international regulatory requirements
• Assist with compliance for GoTickets across multiple U.S. jurisdictions
• Monitor regulatory changes and advise on impact to portfolio companies

Employment & HR Legal Support

• Partner with HR on employment agreements offer letters and separation agreements
• Advise on employment law compliance including classification wage and hour and leave policies
• Support international employment matters for offices in Israel Canada India and the Philippines
• Assist with HR policies and handbook updates

AI-Driven Legal Practice

• Use AI tools (e.g. Harvey CoCounsel Spellbook Casetext) to conduct legal research and draft documents
• Leverage technology to review contracts identify risks and prepare analysis before escalating to outside counsel
• Identify opportunities to automate and streamline legal workflows

Transaction & Investment Support

• Assist with due diligence for acquisitions investments and divestitures
• Review and analyze transaction documents and investment agreements
• Coordinate with outside counsel on complex transactions
• Support real estate and asset management legal matters at Magnolia Capital

Risk Management & Regulatory Communication

• Advise leadership on data privacy cybersecurity and regulatory compliance matters
• Review and assess international supplier and manufacturing agreements in China Vietnam and other jurisdictions
• Help develop and implement policies to mitigate legal and compliance risks
• Communicate with regulatory agencies and government bodies as needed on compliance and licensing matters

Who You Are

Required:

• J.D. and active bar membership (U.S.)
• 36 years of legal experience ideally including in-house or law firm experience with corporate commercial or transactional work
• Strong contract drafting and negotiation skills
• Familiarity with corporate governance and compliance fundamentals
• Excellent written and verbal communication skills
• Ability to provide practical business-oriented legal advice
• Must be able to work in our Chicago office 3-4 days per week minimum

Ideal:

• Experience with private equity family offices venture capital or multi-entity organizations
• Exposure to international legal matters and multi-jurisdictional compliance
• Demonstrated use of AI tools in legal workflows
• Background in employment law or data privacy
• Experience managing or coordinating with outside counsel

Personal Attributes:

• Tech-savvy and eager to leverage AI to work more efficiently
• Self-starter who can manage multiple priorities and deadlines
• Business-minded attorney who balances legal risk with commercial objectives
• Strong problem solver with sound judgment and attention to detail
• Collaborative team player comfortable in fast-paced entrepreneurial environments
• Curious and constantly seeking ways to improve processes and outcomes
• Professional communicator comfortable representing the company in external discussions

Why Join Skybox

Diverse Experience: Gain exposure to private equity portfolio company operations and cross-border transactions that few attorneys see early in their careers.

AI-Forward Practice: Use cutting-edge legal technology to modernize how you research draft and analyze building skills that will define the future of legal work.

Direct Impact: Work closely with leadership and business teams seeing how your legal guidance shapes real business decisions.

Global Scope: Support operations across multiple countries and industries expanding your understanding of international business and compliance.

Growth Opportunity: As the firm scales youll have opportunities to take on greater responsibility and develop into a senior legal leader.

Modern Culture: Join a lean innovative team that values efficiency strategic thinking and leveraging technology to work smarter.