Brokerage Operations Trading Specialist

  • Portland, OR, United States
  • Full-time

Company Description

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 app, bringing a better way to send, spend, invest, borrow and save to our millions of monthly active users. With a mission to redefine the world's relationship with money by making it more relatable, instantly available and universally accessible, at Cash App you'll have the opportunity to make a real-world impact with your career.

Today, Cash App has thousands of employees around the world with a culture geared toward creativity, collaboration and impact. We’ve been a distributed team since day one, and continue to value working across time zones and continents both remotely and in our Cash App offices.

Our offices are great, but many of our roles can be done remotely from the countries where Block operates. We tailor our experience to champion our employees’ creativity and productivity wherever they are.

Check out our locations, benefits and more at

Job Description

We've recently introduced Cash App Investing and now you can instantly buy stock in your favorite companies with as little as $1 using our free fractional trading feature! We're looking for a world class talent to join our broker-dealer subsidiary, Cash App Investing LLC. The ideal candidate for this role is someone who has experience with trade processing and execution for a carrying broker dealer. 

You Will:

  • Assess risk and process highly complex trade error corrections involving multiple retail client accounts and securities.

  • Investigate daily position breaks and remediate those breaks in coordination with the clearing firm.

  • Support the Front and Back Office by conducting trade related research as needed.

  • Support Best Execution initiatives including but not limited to researching discrepancies, providing feedback, and gathering necessary reports for quarterly review.

  • Support corporate action related functions 

  • Manage and oversee customer escalations between Cash App, Cash App Investing, and external vendors.

  • Interact and coordinate with Front and Back Office leads on Brokerage Operations initiatives.

  • Organize and drive efforts for any Cash App Investing related outages and further remediations. 

  • Provide subject matter expertise on strategic initiatives related to trading functions.

  • Document standard operating procedures and job aids.

  • Identify areas for process improvement and work toward implementation.

  • High-level understanding of key requirements under SEC Regulation NMS.

  • Understanding of clearing broker-dealer execution and routing practices for equity and ETF securities.


  • 3-5+ years of experience in financial services including experience at a carrying broker-dealer

  • Experience building out trading reconciliation procedures 

  • Experience with Looker / Tableau or other data analytics tools. Bonus: Experience leveraging SQL

  • FINRA Licenses: Series 7, 63. Bonus: Series 24

  • SEC/FINRA regulatory knowledge and reporting requirements.  

  • Someone who thrives in a highly collaborative and fast-paced environment.

  • Effective verbal and written communication skills.

  • A passion for our mission of economic empowerment through serving the underserved

***Due to compliance/regulatory reasons, this role does require being permanently located Portland, OR. If not currently located in this city, relocation is offered and required.

Additional Information

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class. 

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

Additionally, we consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.

Block, Inc. (NYSE: SQ) is a global technology company with a focus on financial services. Made up of Square, Cash App, Spiral, TIDAL, and TBD, we build tools to help more people access the economy. Square helps sellers run and grow their businesses with its integrated ecosystem of commerce solutions, business software, and banking services. With Cash App, anyone can easily send, spend, or invest their money in stocks or Bitcoin. Spiral (formerly Square Crypto) builds and funds free, open-source Bitcoin projects. Artists use TIDAL to help them succeed as entrepreneurs and connect more deeply with fans. TBD is building an open developer platform to make it easier to access Bitcoin and other blockchain technologies without having to go through an institution.

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