General Counsel - Chicago

Unlock Employer

Posted Jun 23, 2026

Remote · US Full Time
Est. $160K – $220K/yr

Overview

This role is a General Counsel position for a rapidly expanding organization with a complex legal structure that includes a core AI consultancy, an investment fund, an operating company, a growing portfolio of companies, nonprofits, and political entities. The General Counsel will own the entire legal function, designing entity architecture, managing transactions and acquisitions, building governance frameworks, and advising senior leadership directly. This is a hands-on role without a legal team beneath it; outside counsel will be used only for specialized matters.

Responsibilities

  • Design and maintain a coherent legal structure across consulting, fund, operating, portfolio, nonprofit, and political entities, optimizing for tax efficiency, liability containment, ownership clarity, and operational transparency.
  • Structure and establish the investment fund and related vehicles, including drafting and negotiating partnership agreements, subscription documents, and side letters; manage securities compliance and investor onboarding.
  • Lead legal execution of acquisitions and roll-ups, including purchase agreements, due diligence, financing, and integration.
  • Own entity selection, inter-company arrangements, related-party transactions, equity and incentive design, and multi-state exposure with tax-aware structuring; coordinate with tax advisors as needed.
  • Draft and negotiate commercial contracts such as master service agreements, vendor and partner contracts, licensing, and confidentiality agreements; protect intellectual property including trademarks, trade secrets, copyrights, and AI-generated work.
  • Maintain corporate formalities, ownership records, and board materials; ensure compliance with applicable rules including tax-exempt requirements for nonprofits and campaign finance and lobbying regulations for political entities.
  • Utilize AI tools to enhance legal work quality and efficiency; build repeatable workflows to support a lean legal function; advise on legal issues related to AI products and services including IP, liability, and client terms.

Requirements

  • 4-6+ years of substantive corporate and transactional legal experience with depth in fund formation, M&A, entity structuring, commercial contracts, and corporate governance.
  • Deep fluency in Delaware law and solid working knowledge of New York, Massachusetts, and Missouri law.
  • Proven ability to structure entities and transactions with tax consequences in mind, exercising sound judgment in design.
  • Experience owning matters end-to-end without requiring support staff.
  • Demonstrated working fluency with AI tools integrated into legal practice.
  • Experience in at least one of the following areas: fund formation and securities, nonprofit governance, political or campaign finance law, or litigation and dispute resolution.
  • Background in startup, holding company, private equity, search fund, or roll-up environments requiring building legal infrastructure.

Preferred Traits

  • Builder mindset: eager to own work, design legal architecture, and ensure it withstands operational pressures.
  • Operates with low oversight and high accountability; comfortable with ambiguity.
  • Clear communicator to non-lawyers, including senior leadership, maintaining precision.
  • Treats legal risk as a business problem and advises accordingly to support better decision-making.
  • Genuine enthusiasm for AI as a transformative tool in legal work.
  • Commitment to the mission and stewardship of a meaningful enterprise.

Compensation & Benefits

  • Fully remote position based in the United States.
  • Full-time employment with competitive compensation discussed during the interview.
  • Performance-based incentives tied to company outcomes with potential for significant upside.
  • Comprehensive benefits including health insurance and retirement plans.
  • Some travel required for closings, key meetings, and in-person matters.

Location

  • United States (remote)

Equal Opportunity

The organization is an Equal Opportunity Employer committed to building inclusive, high-performing teams that value diverse perspectives.

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