Remote Wellness Program Director Jobs in Santa Rosa, CA

It all started with an idea at Block in 2013. Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic ecosystem, developing unique financial products, including Afterpay/Clearpay, to provide a better way to send, spend, invest, borrow and save to our 50+ million monthly active customers. We want to redefine the world's relationship with money to make it more relatable, instantly available, and universally accessible.
Today, Cash App has thousands of employees working globally across office and remote locations, with a culture geared toward innovation, collaboration and impact. We've been a distributed team since day one, and many of our roles can be done remotely from the countries where Cash App operates. No matter the location, we tailor our experience to ensure our employees are creative, productive, and happy.

The Cash App Investing Compliance team is the second-line compliance function for a FINRA/SEC-registered broker-dealer operating within Block's Cash App ecosystem. We partner across Legal, Product, Engineering, and Operations to help ensure CAI meets its regulatory obligations while enabling the business to move fast and serve millions of customers.

We are looking for a Regulatory Program Owner to take ownership across multiple broker-dealer supervisory functions. This is an exciting time to join the team! We are investing in how technology and modern tools can enhance the way we work -  improving the quality, consistency, and efficiency of our compliance program while maintaining the rigorous human oversight that our regulatory framework requires. You will play a central role in shaping how the team evolves, bringing both deep broker-dealer expertise and a forward-looking approach to how compliance work gets done. You must have an AI-first mindset, as you will use AI tools daily to drive efficiency and precision across your work, while providing critical human judgment and oversight.

• Own broker-dealer communications reviews, including pre-approval of retail communications under FINRA Rule 2210 and supervision of internal communications.
• Own certain registered person oversight responsibilities, including employee supervision.
• Provide compliance coverage across many other areas within a cross-functional coverage model.
• Support compliance advisory for product and business priorities.
• Contribute to governance activities including board reporting, policy maintenance, and compliance program documentation.
• Assist with regulatory examination and inquiry responses, including document production and narrative drafting.
• Use AI tools as a core part of daily execution, and also identify opportunities to automate and improve compliance processes, contributing to the team's migration to an AI-first operating model.

• 5+ years of experience in broker-dealer compliance, regulatory operations, or a related supervisory function at a FINRA-registered firm.
• Active FINRA Series 7 and Series 24 and Series 63 registrations (preferred), or ability to obtain within 120 days of hire.
• Demonstrated proficiency with AI tools- you actively use generative AI in your daily work to draft, analyze, review, and automate tasks, and can articulate how you evaluate AI outputs for accuracy and risk.
• Direct experience with communications supervision (FINRA Rules 2210, 3110), including keyword-based and sample review programs.
• Familiarity with Smarsh or comparable communications surveillance platforms.
• Experience supporting or responding to FINRA or SEC examinations.
• Excellent written communication skills - you can draft regulatory responses, compliance memos, and governance artifacts that are clear, precise, and examination-ready.
• Comfort operating in a fast-paced environment where you are expected to own outcomes across multiple workstreams.
• Intellectual curiosity and a bias toward experimentation - you stay current with evolving AI tools and look for ways to apply them to compliance challenges.

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and "fair chance" ordinances.
We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we're doing to build a workplace that is fair and square? Check out our I+D page.