Director of Compliance

Role Description 

We are looking for a seasoned and strategic Director of Compliance to join and support our Legal, Privacy & Compliance team. This leadership role, reporting to the General Counsel, will be responsible for maturing and scaling our existing compliance program. The ideal candidate will have a proven track record of building and enhancing compliance infrastructure in a fast-paced startup environment. You will be instrumental in ensuring our healthcare operations remain in compliance with applicable state and federal regulations by driving risk assessments, leading audits and maturing our policy framework. We are looking for someone who is collaborative, adaptable, and can effectively partner cross-functionally to foster a strong, embedded culture of compliance.

What You’ll Do

• Program Leadership: Own the maturation and execution of Pomelo’s healthcare compliance program, including leading the development and execution of Pomelo’s annual compliance risk assessment and work plan. Chair quarterly Compliance Committee meetings, including developing agendas and pre-read materials, tracking action items, and surfacing risk themes and emerging trends for leadership discussion.
• Monitoring and Reporting: Establish systems for detecting, investigating, and resolving compliance concerns. Provide regular reports to the General Counsel and the Compliance Committee on compliance activities and outcomes. 
• Cross-Functional Collaboration: Serve as a key compliance resource and strategic partner to teams across the organization. Partner with cross-functional teams to embed compliance considerations into product and operational development to ensure new initiatives and workflows align with internal policies. This includes establishing compliance guardrails for the use of AI in product and operational workflows.
• Training and Education: Support the development, implementation and monitoring of compliance training materials. Conduct training sessions as needed and help identify opportunities to reinforce policy adoption and awareness across teams. 
• Incident Management & Auditing: Oversee the investigation of compliance concerns, incidents, and complaints. Support responses to internal and external audits, investigations, inquiries and routine compliance reporting, including gathering documentation, coordinating cross-functional input and tracking follow-up actions, with an understanding of how compliance activities support broader privacy and security frameworks (e.g., SOC2 and HITRUST). 
• Regulatory Monitoring: Stay current on evolving healthcare regulations and digital health trends, particularly in telehealth. Translate new requirements into actionable program adjustments to support scalable growth. 

Who You Are

• You have a Bachelor’s degree and at least 7 years of experience in healthcare compliance (e.g., regulatory compliance, telehealth, privacy, supporting frameworks like SOC2 and HITRUST), with a significant portion of that time spent in a startup, telehealth or digital health environment. 
• You have a professional compliance certification such as a Certification in Healthcare Compliance and experience managing others in a compliance setting. 
• You have deep experience maturing a compliance program, including hands-on experience running compliance committees, conducting risk assessments, and developing work plans, audit plans, and policies.
• You have robust privacy experience from a compliance lens, with a strong understanding of HIPAA's practical application in a healthcare setting. 
• You are comfortable with ambiguity and energized by building in a startup or growth-stage environment. You are not afraid to roll up your sleeves to iterate, troubleshoot and adapt as we scale. 
• You are collaborative and solutions-oriented, with a track record of being a thoughtful partner, especially when navigating complex or sensitive issues.
• You are highly organized and execution-focused, with strong project management skills, able to manage competing priorities, and move work forward independently. 

Bonus Points If

• You possess strong expertise in telehealth regulations and fee-for-service billing compliance, with experience partnering closely with Revenue Cycle Management (RCM) and Finance teams.

Why you should join our team

By joining Pomelo, you will get in on the ground floor for a fast-moving, well-funded and mission-driven startup where you will have a profound impact on the clinical team and overall business. It’s a chance to make a real difference in families’ lives. The work you do will be essential for Pomelo to achieve the scale, personalization, and user experience required to dramatically improve the lives of mothers and babies. 

We strive to create an environment where employees from all backgrounds are respected. We value working across disciplines, moving fast, data-driven decision making, learning, and always putting the patient first. We also offer:

• Competitive healthcare benefits
• Generous equity compensation
• Unlimited vacation
• Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

At Pomelo, we are committed to hiring the best team to improve outcomes for all mothers and babies, regardless of their background. We need diverse perspectives to reflect the diversity of problems we face and the population we serve. We look to hire people from a variety of backgrounds, including but not limited to race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.

Our salary ranges are based on paying competitively for our company’s size and industry, and are one part of the total compensation package that also includes equity, benefits, and other opportunities at Pomelo Care. In accordance with New York City, Colorado, California, and other applicable laws, Pomelo Care is required to provide a reasonable estimate of the compensation range for this role. Individual pay decisions are ultimately based on a number of factors, including qualifications for the role, experience level, skillset, geography, and balancing internal equity. Given that this role is open to candidates of different skill levels, determining a salary range is challenging. A reasonable estimate of the current salary range is $185,000 – $215,000. We expect most candidates to fall in the middle of the range. We also believe that your personal needs and preferences should be taken into consideration, so we allow some choice between equity and cash.