Director, Assistant General Counsel – Mergers & Acquisitions and Strategic Transactions

Allstate Allstate · Insurance · Chicago, IL

This role provides strategic legal leadership on the company’s acquisitions, divestitures, investments, venture capital initiatives, and other highly complex, strategic, or sensitive business transactions. It requires deep transactional expertise with strong business acumen, executive-level communication skills, and people leadership. The Director significantly influences the future strategy of the Law & Regulation function and supported business areas by developing innovative, practical solutions that enable the enterprise to deliver services, manage risk, and achieve growth objectives.

What you'd actually do

  1. Lead all phases of domestic and cross-border M&A and strategic transactions end-to-end, including transaction structuring, indications of interest, letters of intent, due diligence, definitive agreements, regulatory approvals, closing mechanics, and post-closing matters such as transition services, earnouts, and indemnification administration.
  2. Serve as the primary legal advisor on acquisitions, divestitures, joint ventures, minority investments, venture capital transactions, and other strategic initiatives.
  3. Advise senior executives and business leaders on transaction strategy, legal and commercial risks, value tradeoffs, and structuring alternatives, translating complex legal issues into clear, business-focused recommendations.
  4. Evaluate legal risk in the context of enterprise risk appetite, deal economics, and strategic priorities, providing practical guidance that enables timely and disciplined execution.
  5. Drive execution across multiple parallel workstreams, anticipating issues, resolving obstacles, and maintaining deal momentum under tight timelines.

Skills

Required

  • Juris Doctor (J.D.) from an accredited law school and active bar membership in at least one U.S. jurisdiction.
  • Bachelor’s degree
  • 10+ years of experience, combining top-tier law firm and in-house experience, with significant responsibility for complex M&A and strategic transactions, preferably within a large, publicly traded company.
  • Demonstrated experience leading transactions throughout the full lifecycle with clear ownership and accountability.
  • Proven ability to advise senior management and executives on strategic, high-impact matters.
  • People leadership experience, including managing and developing legal teams.

Nice to have

  • Strategic thinker with strong business and transactional judgment
  • Execution-oriented leader who delivers results
  • Trusted advisor with executive presence
  • Collaborative partner and clear communicator
  • Ability to operate effectively in a fast-paced, matrixed, public-company environment

What the JD emphasized

  • significant responsibility for complex M&A and strategic transactions
  • Demonstrated experience leading transactions throughout the full lifecycle with clear ownership and accountability
  • Proven ability to advise senior management and executives on strategic, high-impact matters
  • People leadership experience, including managing and developing legal teams