Oliver James · 4 days ago
Legal Director – Insurance & Reinsurance
United States
Full-time
Remote
Lead/Staff, Director/Executive
5+ years expOliver James is working with a growing InsureTech company seeking their first Legal hire for the business. The Legal Director will lead the company's legal strategy and operations, providing counsel to senior leadership and ensuring the business can scale while managing legal risks.
Staffing & Recruiting
Responsibilities
Provide legal counsel to the SLT on business initiatives, product launches, partnerships, regulatory/licensing matters, fundraising, fronting carriers and re-insurers, corporate governance, contracts, and risk
Lead and oversee internal and external legal partners in areas such as commercial contracts, licensing, regulatory filings, corporate governance, intellectual property, data privacy and security, employment law, litigation management, and external counsel coordination
Assist the growth agenda: entering new states, new product lines, new jurisdictions – legal readiness, and enablement
Partner with InfoSec Officer and the Director of Compliance to ensure legal support for Insurance-related programs and operations, cyber, privacy, and data-governance risks
Act as a trusted advisor, translating complex legal/regulatory issues into business-friendly advice and decisions – enabling the business to move fast without compromising quality
Monitor relevant regulatory and legal developments (insurance law, P&C regulations, insurtech legislation, data/privacy) and proactively advise the business on emerging risk and opportunities
Interact directly with carriers, reinsurers, MGAs, wholesalers, partners, agencies, and vendors to reach amicable ‘red line’ resolutions
Oversight of external legal spend; negotiate engagement terms; ensure cost-effectiveness and quality outcomes
Qualification
Required
J.D. from a prestigious law school, admitted to practice in relevant jurisdictions
+ 5-8 years of legal experience, ideally in the insurance or insurtech industry, and significant experience advising high-growth companies
Deep familiarity with U.S. insurance regulation (state licensing, MGA/agency models, P&C underwriting, distribution/agent relationships), plus exposure to tech/data/privacy/regulatory matters
Strong commercial mindset: you thrive on partnering with business stakeholders (product, underwriting, marketing, operations, sales, partnerships) to enable growth while protecting the company
Track record of building and scaling legal teams and operating systems at a growth-stage company
Company
Oliver James
At Oliver James, we deliver flexible hiring solutions tailored to your business needs across financial services, professional services, commerce & industry.
501-1000 employees
Funding
Current Stage
Late StageLeadership Team
Alexia Bunker
VP - Client Partnerships
Dominic Reilly
Principal Business Partner
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