Enterprise Compliance Director

Title: Enterprise Compliance Director

Location: Austin, TX / Dallas, TX / Morristown, NJ (hybrid)

Reports To: General Counsel, Hippo Holdings Inc.

About Hippo

Hippo was built on a promise: make homeownership effortless. Nearly a decade later, that mission still drives us. We use technology and data to help our customers stay ahead of problems and protect what matters most.

Today, that same tech-native approach powers our work beyond homeowners. Hippo operates as a diversified carrier platform, partnering with MGAs to deliver tailored program solutions that help them grow and deliver better customer experiences. Behind that work is a team that values ownership, curiosity, collaboration, and continuous improvement.

If you're energized by building what's next, we'd love to meet you.

About You:

You are a seasoned compliance leader with deep experience in insurance regulatory environments and a proven ability to build and scale compliance programs from the ground up. You thrive at the intersection of legal, operations, and business strategy—translating complex regulatory requirements into practical frameworks that enable the business to move with confidence.

You are a natural collaborator who builds trust across functions and brings a risk-based, solutions-oriented mindset to every challenge. You are equally comfortable presenting to the Board and rolling up your sleeves to design a monitoring program with your team. Experience at a publicly traded insurance company and familiarity with the demands of public-company compliance are a strong plus.

What You'll Do:

Enterprise Compliance Program Leadership

• Own, develop, and continuously mature Hippo’s enterprise-wide compliance program, including the compliance framework, policies, procedures, and controls infrastructure
• Define and implement a risk-based compliance monitoring and testing program to proactively identify, detect, and correct non-compliance across business units
• Establish compliance governance structures, including compliance committee charter, reporting cadences, and escalation protocols
• Design and maintain a compliance calendar tracking regulatory deadlines, filing obligations, exam cycles, and internal compliance milestones

Regulatory Compliance & Examinations

• Serve as the subject matter expert on insurance regulatory compliance obligations across all states and lines of business, maintaining current and comprehensive knowledge of federal and state regulatory developments and their operational impact on Hippo
• Define and implement a risk-based insurance regulatory compliance monitoring and testing program to proactively identify, detect, and correct non-compliance across all states, lines of business, and operational functions
• Ensure regulatory changes are meaningfully embedded into onboarding and program audit functions through active partnership with those teams, so that compliance obligations are current, tested, and operationally reflected at every stage
• Partner with the Director of Regulatory Compliance on data calls, market conduct obligations, and state-specific insurance requirements, ensuring insurance regulatory expertise is integrated into enterprise compliance priorities and program execution
• Support the management of regulatory examinations, including market conduct exams, financial exams, and DOI inquiries — coordinating across Legal, Finance, Underwriting, and Operations, and ensuring examination findings are captured and tracked within the compliance monitoring and testing

Compliance Gap Identification & Remediation

• Partner with operational leaders and business stakeholders across the organization to identify compliance gaps, assess risk exposure, and develop actionable remediation plans
• Collaborate closely with the Enterprise Risk Management function to align compliance risk assessments with the company’s broader risk framework and appetite
• Oversee the lifecycle of compliance issues—from identification through remediation—ensuring root causes are addressed and recurrence is prevented
• Conduct and oversee periodic compliance risk assessments across business lines, tracking results and reporting findings to senior leadership and the General Counsel

Stakeholder Partnership & Compliance Advisory

• Serve as a trusted compliance advisor to senior leadership, business unit heads, and cross-functional partners including Finance, Underwriting, Product, Technology, and Operations
• Provide guidance on the compliance implications of new products, business initiatives, distribution arrangements, and technology deployments
• Proactively identify compliance considerations in connection with business growth and expansion, including new state entries, new lines of business, and program partner onboarding
• Prepare Board and Audit Committee materials on compliance program status, emerging risks, and regulatory developments

Compliance Training & Culture

• Design and oversee a company-wide compliance training program, ensuring employees at all levels understand their regulatory obligations and Hippo’s compliance standards
• Promote a culture of compliance across the organization through communication, education, and consistent leadership modeling of ethical business conduct
• Update Code of Conduct and develop employee-facing compliance guidance in partnership with Legal and HR

Reporting & Governance

• Prepare and deliver regular compliance reporting to the General Counsels and executive leadership team, including program dashboards, issue tracking, and emerging risk summaries
• Oversee the management of compliance-related vendor relationships, including outside counsel, regulatory consultants, and compliance technology platforms
• Maintain documentation standards for compliance programs, regulatory correspondence, and internal audit trails to support examination readiness at all times

Must Haves:

• 10+ years of compliance experience in the insurance industry, with significant P&C and/or specialty lines exposure
• 5+ years of experience leading and managing compliance teams or functions
• Deep working knowledge of state insurance regulatory frameworks, DOI examination processes, and multi-state compliance obligations for carriers
• Demonstrated experience building or substantially scaling a compliance program, including policy development, monitoring infrastructure, and team development
• Proven ability to partner effectively with Enterprise Risk Management, Finance, Operations, and other cross-functional stakeholders
• Experience managing regulatory examinations and maintaining productive relationships with state regulators
• Strong executive communication and presentation skills; ability to translate complex compliance topics for non-legal audiences including senior leadership
• Bachelor’s degree required; J.D., compliance certification (CCEP, CCEP-I, AICP, or equivalent), or advanced degree strongly preferred
• Experience at or supporting a publicly traded company is a strong plus; familiarity with SEC compliance expectations and public company governance obligations preferred
• Experience in insurtech, MGA platforms, or program business environments is a plus

Benefits and Perks

Hippo treats its team members with the same level of dedication and care as we do our customers, which is why we’re fortunate to provide all of our Hippos with:

• Healthy Hippos Benefits - Multiple medical plan options, 100% covered dental and vision for you and your family, and a wellness program that rewards healthy habits. We also offer a 401(k)-retirement plan, short & long-term disability, employer-paid life insurance, Flexible Spending Accounts (FSA) for health and dependent care, and an Employee Assistance Program (EAP)
• Equity - This position is eligible for equity compensation
• Training and Career Growth - Training and internal career growth opportunities
• Flexible Time Off - You know when and how you should recharge
• Little Hippos Program - We offer 12 weeks of parental leave for primary and secondary caregivers
• Hippo Habitat - Snacks and drinks available and catered lunches for onsite employees

The Morristown, NJ base pay range for this role is $159,000 - $261,250. Exact compensation may vary based on several job-related factors that are unique to each candidate, including but not limited to: skill set, experience, education/training, location, business needs and market demands.