Associate Director of Compliance, Americas

Cover Genius is a Series E insurtech that protects the global customers of the world’s largest digital companies including Booking Holdings, owner of Priceline, Kayak and Booking.com, Intuit, Uber, Hopper, Ryanair, Turkish Airlines, Descartes ShipRush, Zip and SeatGeek. We’re also available at Amazon, Flipkart, eBay, Wayfair and SE Asia’s largest company, Shopee. Our partners integrate with XCover, our award-winning insurance distribution platform, to embed protection for millions of customers worldwide each year.

Our team and products have been recognized with dozens of awards including by the Financial Times which ranked Cover Genius as the #1 fastest-growing company in APAC in 2020. Our diverse team across 20+ countries and many language groups commit itself to diverse cultural programs, in particular “CG Gives” which makes social entrepreneurs out of us all and funds development initiatives in global communities.

Our People are

Bold, Authentic, Purposeful and Inspired

Our People are not

Perfect, Traditional, Complacent or Cautious

About the Role

As the Associate Director of Compliance – Americas you will serve as the senior compliance leader for the Americas region. In this pivotal role, you will translate Cover Genius’s global compliance framework into robust regional execution.

This is a hands-on leadership role that combines regulatory expertise with operational discipline. You will own the maintenance and improvement of the Americas compliance program — spanning US multi-state insurance licensing, state regulatory filings, producer and adjuster license management, AML/sanctions obligations, and partner program oversight — while supporting the VP in building toward a unified global compliance operating model.

You will be a key partner to the Americas insurance, partner services, customer and product teams, ensuring compliance requirements are understood and embedded in day-to-day operations rather than applied as a reactive checkpoint. You will manage a small regional team and serve as the primary compliance interface for US, Canadian and LatAm regulatory matters.

Key Responsibilities

• Regional Compliance Program Ownership: Maintain and continuously improve the Americas compliance framework, including the company's producer and adjuster license portfolio across US states and Canadian provinces, regulatory filing calendars, and state insurance department relationships.

• Regulatory Monitoring & Implementation: Track and assess regulatory developments across US, Canadian, and Latin American jurisdictions and work with legal to translate changes into clear implementation requirements for the business and product teams.

• Partner Program Compliance: Review and monitor the design, distribution, and marketing of insurance and warranty products offered through Americas partners to ensure compliance with applicable state and federal requirements, including travel retailer appointments, marketing/disclosure obligations, and underwriter audit requirements.

• AML, Sanctions & Financial Crime: Maintain and operate the Americas AML and sanctions compliance program, including OFAC screening protocols, suspicious activity monitoring, and escalation procedures in alignment with global policy.

• First-Line Enablement: Support business and partner services teams in understanding their compliance obligations; deliver training and practical guidance that enables compliant operations without creating unnecessary process friction.

• Compliance Monitoring & Reporting: Execute compliance monitoring activities, prepare reporting for the VP, Global Compliance and the LRCA leadership, and contribute to ARC and Board-level materials as required.

• Audit & Regulatory Response: Coordinate responses to underwriter audits, regulatory examinations, and information requests from US and Canadian regulators, ensuring accuracy, timeliness, and consistency with prior representations.

• IPO Readiness Contribution: Support the VP in building the internal controls, documentation standards, and evidence frameworks required for public company compliance maturity.

• Team Leadership: Lead and develop a small Americas compliance team, maintaining high-quality output, clear accountability, and a culture of continuous improvement.

What you will bring

• 8–12 years of compliance experience within the insurance industry, with at least 3 years in a leadership or management role

• Deep knowledge of US state insurance regulatory requirements, including multi-state licensing, filing obligations, and producer/adjuster appointment management

• Experience with AML, OFAC/sanctions compliance programs in a financial services or insurtech environment preferred

• Familiarity with travel insurance compliance requirements and travel retailer regulatory structures will be highly regarded

• Experience supporting or managing regulatory examination responses and underwriter audits

• Ability to implement and operate compliance monitoring frameworks with measurable outcomes

• Strong written and verbal communication skills, with the ability to translate complex regulatory requirements into clear business guidance

• Experience working with compliance technology platform, including workflow management, monitoring, and reporting functions. Familiarity with common insurance compliance platforms (e.g. Vertafore, Sircon, or equivalent licensing systems) is advantageous.

• Experience working in a fast-growing, cross-functional environment; insurtech or embedded insurance experience preferred

• Bachelor's degree in a relevant field; a postgraduate degree (JD or MBA) and/or CPCU, CRCM, or CAMS certification is desirable

What you will have

• Practical regulatory judgment — you know when something is a real risk and when it is noise

• Ability to operate independently in a complex, multi-jurisdictional environment while remaining aligned to global frameworks set by the VP

• Collaborative instinct — you build relationships with business teams rather than operating as a compliance gatekeeper

• Strong organizational skills and the ability to manage multiple concurrent regulatory and operational workstreams

• Growth mindset and comfort with building and improving processes in a scaling business

• Excellent attention to detail, particularly in licensing, filing, and audit-response contexts

Why Cover Genius?  

Cover Genius not only cares about being the best in our industry, we care about our team. We’re a business that understands life can be fluid and so we flex to ensure we provide the environment to suit that. What does that mean?  

• Flexible PTO. Taking time out is important for our teams to enjoy life and stay fresh.

• Flexible Work Environment - Our teams are hybrid. We work from home on a Wednesday and Thursday and attend the office on Monday, Tuesday and Friday with flexibility around start/finish times.

• Employee Stock Options - we want our people to share in our success, we reward them with ownership for their contribution in creating a world-class company.

• Work with like-minded people who are passionate about both the work we're doing and giving back. 

Our CG Gives programs enables us to all become philanthropists through our peer recognition and rewards system.

• Social Initiatives - pictures speak a thousand words!

Sound interesting? If you think you have the best composition of the above, send us your resume and let's chat!

* Cover Genius promotes diversity and inclusivity. We don't tolerate discrimination, demeaning treatment of anyone, or harassment due to race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or any other legally protected status.

By submitting your application, you acknowledge that we may collect, store and process your personal data for recruitment purposes. To ensure a fair evaluation, we may use AI to assist in sorting applications, but all final decisions are made by our hiring team and no candidate dispositions are automated. We will keep your information on file for three years from the date of your application. For detailed information about how we handle your data and our use of AI, please review our full Privacy Policy.

*The cash compensation range for this role is $140,000- $180,000.