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Square Brokerage Operations Trade Processing Lead, Cash App in Portland, Oregon

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 leader to be the face of our broker-dealer subsidiary, Cash App Investing LLC. The ideal candidate for this role is someone who has deep experience with trade processing and execution for a carrying broker dealer.

You will:

  • Review daily best execution reports and work with our clearing firm for price improvements.

  • 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.

  • Perform monitoring / review of firm trading and corporate actions activity.

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

  • 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.

  • Familiarity with key concepts related to best execution requirements pursuant to FINRA Rule 5310 (prior experience performing quarterly statistical oversight is a plus).

  • Attend and subscribe to FINRA CAT Reporting updates; have a deep understanding of CAT reporting requirements and perform due diligence of clearing firm CAT reporting on behalf of our introducing broker-dealer.

You have:

  • 5-7+ years of experience in financial services including experience at a carrying broker-dealer

  • High-level understanding of GAAP principles, with a specific understanding of how they relate to trading desk processes

  • Best execution review experience

  • Experience building out trading reconciliation procedures

  • Experience with Looker / Tableau or other data analytics tools. Bonus: Experience leveraging SQL or Python in analyzing trading behaviors / activities

  • FINRA Licenses: Series 7, 63. Bonus: Series 24 and/or series 57.

  • Management of key operational functions within a broker-dealer environment including Margin Account Support, Trade Processing, Financial Operations and Supervision/Oversight

  • SEC/FINRA regulatory knowledge and reporting requirements.

  • Well experienced in working closely with a broker dealer’s Financial Operations (FinOp) lead and Compliance Officer (CCO) in support of firm operations

  • 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


Cash App treats all employees and job applicants equally. Every decision is based on merit, qualifications, and talent. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

We will consider for employment qualified applicants with criminal histories in a manner consistent with each office’s corresponding local guidelines.