Remote Chief Compliance Officer, Cash App Investing

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. 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. Cash App Investing is seeking a Compliance Officer to lead and mature the compliance program for its FINRA/SEC-regulated investing business. Reporting to the Head of Global Regulated Entities at Block, you will provide senior compliance leadership across broker-dealer obligations, product advisory, regulatory engagement, governance, and team execution. This role will partner closely with Cash App Investing leadership, Product, Engineering, Legal, Risk, Financial Crimes, Operations, and Internal Audit to support responsible growth and strong regulatory outcomes. Lead the Cash App Investing compliance program, including policies, procedures, controls, monitoring, testing, reporting, and governance. Maintain and enhance written supervisory procedures, supervisory controls, escalation routines, and compliance operating processes. Advise Product, Engineering, Operations, Marketing, Legal, and business leaders on investing product development, customer communications, and regulated activities. Oversee core broker-dealer compliance obligations, including communications review, complaints, regulatory filings, books and records, employee supervision, product reviews, and issue management. Lead or support FINRA, SEC, state, and other regulatory exams, inquiries, responses, remediation plans, and regulator engagement. Partner with Financial Crimes Compliance on AML, suspicious activity monitoring, investigations, fraud, identity theft, and related regulatory expectations. Oversee compliance considerations for third-party and outsourced functions, including clearing broker and vendor relationships. Develop clear reporting for senior leadership, governance forums, and the Board on risks, issues, exams, remediation, and program maturity. Lead and develop a compliance team with clear ownership, sustainable coverage, and strong accountability. 10+ years of compliance experience, including significant experience in broker-dealer, securities, fintech, financial services, or similarly regulated environments. ~ Deep knowledge of FINRA and SEC requirements applicable to retail broker-dealers and digital investing platforms. ~ Experience serving in a senior compliance, chief compliance officer, deputy CCO, or comparable compliance leadership role. ~ Experience managing regulatory exams, regulatory inquiries, remediation plans, and regulator communications. ~ Strong understanding of supervisory controls, written supervisory procedures, communications review, complaints, books and records, regulatory filings, and product compliance. ~ Experience advising product, engineering, operations, legal, and business teams on regulated financial products. ~ Strong judgment, communication skills, and ability to make risk-based decisions in ambiguous, fast-moving environments. ~ Demonstrated ability to lead, coach, and develop compliance professionals. FINRA principal registration, such as Series 24, or ability to obtain required registrations promptly. Series 7, Series 14, Series 63/65/66, or other relevant securities registrations. Experience with mobile-first investing products, embedded financial services, clearing broker oversight, or fintech broker-dealer models. 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. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and “fair chance” ordinances.