Sr. Counsel, Commercial Transactions - Remote

CSAA Insurance Group, a AAA Insurer
•$177,525 - $236,650•Remote

About The Position

CSAA Insurance Group is hiring a senior attorney for its Commercial Contracts function, which handles procurement and insurance contracts. The role focuses on sophisticated insurance transactions—not insurance policies—including distribution arrangements, reinsurance, and complex commercial insurance programs. The attorney will work with business partners to structure transactions, address novel legal and business problems, and translate new business models into clear allocations of insurance risk, economic exposure, regulatory and operational responsibility, and contractual rights. The position may also contribute to broader company initiatives, process improvement, and adjacent areas handled by the team. This role is remote anywhere in the United States except Hawaii and Alaska, with travel as needed for divisional, team, and other in-person meetings. CSAA describes its workplace as remote-first, with most employees working primarily from home and flexibility to work from various locations, including CSAA offices.

Requirements

  • J.D. from an accredited U.S. law school.
  • Bar admission in good standing in the state of residency.
  • 10 or more years of experience in a relevant practice area.
  • Substantial knowledge of current law and issues within the area of specialty.
  • Ability to communicate verbally and in writing in an organized, effective, and timely manner.
  • Ability to work in an organized and efficient manner.
  • Applicants must be authorized to work indefinitely in the United States; visa sponsorship or other immigration support is not provided.

Nice To Haves

  • Strong intellectual capability, including deep understanding of legal principles and the ability to convert business goals and problems into clear legal structures and solutions, including where the business model or legal structure is not established.
  • Excellent communication skills.
  • Strong alignment with CSAA’s collaborative, flexible, and results-oriented culture.
  • Intellectual curiosity and commitment to growth, problem solving, continual learning, and growth in the legal craft.
  • Leadership mindset, including strong judgment, initiative, ownership, and the ability to influence and bring others along.
  • Interest in adopting AI and large language models to help deliver excellent legal services efficiently.
  • Willingness to shape company culture through activities such as supporting employee resource groups, mentoring, volunteering, or joining cross-functional projects.
  • Willingness to champion cultural norms, including using cameras when appropriate for onboarding and relationship-building.
  • Company ownership mindset and willingness to think beyond the boundaries of one's own area.

Responsibilities

  • Lead the structuring, drafting, and negotiation of complex insurance distribution arrangements, including agency and aggregator relationships.
  • Advise on inbound, outbound, catastrophe, and opportunistic reinsurance transactions.
  • Structure complex, often multi-party insurance programs and commercial transactions, including fleet programs, fronting arrangements, high- or 100% deductible structures, collateral arrangements, MGA or program administrator relationships, and related program, third-party claims administration, and service agreements.
  • Coordinate suites of interrelated agreements and help business partners translate novel business models into workable legal and commercial structures.
  • Partner across the organization on strategic and emerging initiatives and contribute as needed to general commercial contracts, intellectual property, and marketing matters.
  • Participate in Legal department and company process-improvement initiatives, including thoughtful adoption of new tools and approaches to delivering legal services.
  • Travel as needed for the role, including divisional, team, and other in-person meetings.
  • Help fulfill business needs, which may include investing extra time and assisting other teams.

Benefits

  • Total compensation package.
  • Annual bonus eligibility for most roles; this position offers eligibility for a company-wide annual discretionary bonus of up to 15% of eligible pay through the Annual Incentive Plan.
  • 401(k) with company match.
  • Career growth support through leaders and mentors who align interests, identify development opportunities, and support long-term success.
  • Remote-first flexible workplace, with most employees working primarily from home and flexibility to work from various locations, including CSAA offices.

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What This Job Offers

Job Type

Full-time

Career Level

Senior

Education Level

Ph.D. or professional degree

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