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iPad Air 3rd gen Vs iPad 9th Gen
(sopuli.xyz)
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I know nothing about the stand, but it sounds like you should get the 9th gen and be prepared to replace both the stand and the iPad in 2 years. That is to say: go with the iPad that will be supported longest. You’re handling people’s financial data on there so you shouldn’t be using a device that’s not getting security updates. You’re risking their data and potentially opening yourself up to liability if your device is breached.
That is where I am leaning too. Thankfully the iPad does not store any of the info, all of the banking info goes directly to square and I have no way to view it. The most that could happen is someone could charge a card the customer has stored on their square account for a purchase from my shop. But even after the iPad stops getting new versions of iOS it does still get security updates.