Associate General Counsel

Medical Air Services Association, Inc•Fort Lauderdale, FL

About The Position

MASA is hiring an Associate General Counsel for a full-time role that may be remote anywhere in the U.S. or hybrid in South Florida. Reporting to the General Counsel, this senior legal partner will support the company’s growth by leading legal work involving products, market access, regulatory relationships, and significant disputes. The role combines strategic counsel to executives with hands-on legal work and delegated day-to-day decision-making. The Associate General Counsel will manage assigned insurance products from design review through multistate filings, objections, approvals, and ongoing compliance, maintaining a state-by-state view of approvals, commitments, and deadlines. The role will help shape regulatory and legislative strategy, lead responses to insurance department inquiries, examinations, and enforcement threats, prepare leadership and external stakeholder briefing materials, and coordinate licensing and regulator matters for Caribbean and international operations. The position serves as a senior legal partner to product, distribution, claims, and operations teams; directs outside counsel on assigned litigation and disputes; and advises on exposure and resolution. The role also coordinates and coaches the legal team on assigned matters and helps develop a modern, AI-enabled legal function, using approved tools with safeguards for confidentiality and verification. MASA describes itself as a leader in emergency medical transportation insurance, established in 1974, with more than 2 million members across the United States and the Caribbean. The company offers a professional, friendly, collaborative culture centered on its mission to protect families with compassion.

Requirements

J.D. and an active license in at least one U.S. jurisdiction.
At least 8 years of progressive legal experience.
Substantial insurance regulatory experience, including ownership of multistate product filings from submission through approval and implementation.
Significant in-house experience at an insurance carrier, MGA, healthcare company, or other regulated business.
Experience advising executives directly and weighing legal risk against commercial priorities.
Ability to set priorities and remain effective with lean resources.
Ability to represent the company’s position in demanding regulatory or executive discussions, including with state regulators, legislators, the NAIC, and NCOIL.
Experience managing outside counsel in litigation or disputes, evaluating exposure, and advising on resolution.
Practical hands-on use of AI in legal work, with an understanding of governance, confidentiality, and verification.
Familiarity with insurance regulators’ AI guidance, such as the NAIC Model Bulletin.

Nice To Haves

Experience with Caribbean jurisdictions.
Background in a membership, subscription, or healthcare services business.
Track record of managing legal professionals and budgets in a growing legal function.
Experience with healthcare-related regulatory, consumer, claims, or payment matters.

Responsibilities

Lead assigned products from design review through multistate filings, objections, approval, and ongoing compliance; track state-by-state approvals, commitments, and deadlines.
Help shape regulatory and legislative strategy with the General Counsel.
Lead responses to department of insurance inquiries, examinations, and enforcement threats.
Prepare briefing materials for leadership, lobbyists, and trade associations.
Coordinate licensing and regulator matters for Caribbean and international operations.
Advise product, distribution, claims, and operations teams, translating legal and regulatory requirements into practical business steps and alternatives.
Own the strategy for assigned litigation, threatened claims, member complaints, and ambulance payment disputes.
Direct outside counsel on defenses, budgets, and settlement ranges, and resolve matters early where appropriate.
Handle day-to-day decisions within delegated authority and bring decision-ready recommendations on material issues.
Coordinate and coach the legal team on assigned matters.
Use approved AI tools to support research, multistate comparisons, and drafting, while protecting confidential and member information and verifying outputs.