Pros
Compensation is competitive, and work-life balance can be reasonable — largely because execution is inconsistent and priorities shift so frequently that sustained pressure is difficult to maintain.
Cons
This is the most dysfunctional and ethically concerning organization I have worked for. The culture is deeply political and Machiavellian. Leadership lacks a clear, coherent vision, and the company operates in a near-constant state of reorganization. Decisions feel driven more by personal relationships and loyalty than by industry expertise or sound strategy. Many senior leaders appear unqualified for the roles they hold, and accountability is minimal. Racism and sexism are not isolated incidents — they are systemic. As a Black employee, I experienced and observed patterns of exclusion, differential treatment, and limited advancement that were impossible to ignore. Nepotism is normalized, and leadership representation is overwhelmingly White and Asian, with very little Black representation despite repeated public commitments to diversity. There is a stark disconnect between the company’s external brand and its internal reality. Products like Cash App disproportionately serve Black and Brown communities, yet the company struggles to hire, retain, and protect Black employees internally. This contradiction deserves serious scrutiny. Psychological safety is low. Speaking up carries real risk, and issues raised through formal channels rarely result in meaningful change.