A:AnswerPlease check if USB port of your accessory really made secure connection with iPad. I have similar problem connecting my MacBook Air M1 to the same accessory. See my feedback.
A:AnswerHello Jared, you might have to remove the case. Only like skin case can work. Recommend you to get the HyperDrive DUAL 7-in-2 instead of Solo 7-in-1. BestBuy carries the Dual 7-in-2 which works on MacBook with hard cover case.