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My iPhone 12 has 128GB, way more than enough for my library. Are you using an older iPad with significantly less? If so perhaps it's worth it to pay for more via iCloud?

I agree. Outside of device charging and data syncing, USB is a disappointing mess and Windows networking might be Microsoft's longest running embarrassment as it has simply failed to improve with successive versions of the OS. Do you have a "smart" Blu Ray player? If so that might be a better...