Oliver James · 2 hours ago
Senior Director, Compliance – Medicare
Tampa, FL
Full-time
Onsite
Director/Executive
8+ years expOliver James is seeking a Senior Director of Compliance to oversee compliance strategy and execution for health insurance marketing and distribution activities. This role is responsible for building a strong compliance framework, managing regulatory risks, and leading a team to ensure adherence to CMS marketing rules and internal standards.
Staffing & Recruiting
Responsibilities
Interpreting CMS guidance and carrier requirements, translating regulatory expectations into practical policies, controls, and review processes, and ensuring those standards are consistently applied across marketing and advertising initiatives
Oversees the end to end review and approval of sales and marketing materials, including digital content, lead generation materials, presentations, and other consumer facing communications
Plays a key role in identifying potential compliance risks tied to marketing practices, supporting issue resolution, and implementing corrective actions when needed
Leads efforts to educate internal teams and partners through targeted training, regulatory updates, and ongoing advisory support
Leverages reporting and analytics to monitor compliance trends, assess emerging risks, and provide insight to senior leadership
Manages the rollout and adoption of marketing review systems and leads a team of compliance professionals responsible for supporting high volume material review and oversight functions
Qualification
Required
8+ years of progressive compliance experience, ideally within health insurance or a closely related regulated environment
Deep understanding of CMS marketing and sales regulations and how they apply to advertising and distribution practices
Proven ability to convert regulatory requirements into scalable compliance processes and controls
Strong communication skills with the ability to influence senior leaders and business partners
Experience designing and delivering compliance training and guidance for sales and marketing teams
Analytical and risk focused approach to identifying and addressing compliance issues
Demonstrated success partnering cross functionally with legal, marketing, sales, operations, and analytics teams
Ability to manage competing priorities in a fast paced, regulated environment
People leadership experience managing and developing compliance teams handling high volumes of work
Strong proficiency in Microsoft Office, including advanced Excel skills for reporting and analysis
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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