Perhaps providing some more info would be helpful - example - which updates, what devices, device age, operating system etc. Providing details may help others here understand what may be your root cause Please understand that the volunteers here are not the same as Tech or Customer Support but, there is quite a bit of hands-on experience here. In our experience, it's never taken more than a minute or two to update (Square POS App) our devices. Note, we only use our devices for processing transactions - we don't have other apps open other than Square's POS App so we're not using any other resources. For example, we use both iPhones and iPads, we always try to ensure that we have the latest IOS and the latest Square POS App. Our main setup is an iPad with a Square Stand, USB Hub, Contactless and Chip Reader and a Receipt Printer - have not had issues.
