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Inside the War Between Square and Cash App at Dorsey’s Block

As CEO of Twitter, Jack Dorsey was widely panned for his hands-off style, seen as contributing to the company’s uneven growth and slow-to-evolve culture, which paved the way for last year’s takeover by Elon Musk. Dorsey’s other public company, Block, originally known as Square, has a whole different problem: Its divisions feud so intensely they can’t agree on even minor points of cooperation.

For example, last year staffers from Square, a payments processing service popular among small and medium-size businesses, and its sibling division, Cash App, which is similar to Venmo, got bogged down in a negotiation over sharing technology to integrate Apple Pay’s Tap to Pay on iPhone feature. No one from Block, including CEO Dorsey, intervened to resolve the fighting. Today, the dispute still hasn’t been resolved: While Square offers the Tap to Pay on iPhone feature, Cash App doesn’t.

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