I recently upgraded to Hubitat Pro and had to re-integrate Caseta. I was using Homekit on my phone and kept trying to connect to the Caseta hub. It kept popping up a screen that said "enter code." I press the button and it goes away (iphone 11). Impossible to enter the code. I called tech support, shared phone screen, he saw it too. I pulled up my iPad Air (M1) and tried it on there and low and behold... I can now enter the code on my iPad. Everything worked fine after that.
Just sharing the experience for those that might have similar issues
So, please help make sure we understand this...
You had problems connecting your Lutron Caseta SmartBridge Pro to Apple Home via HomeKit, correct? If so, that really has nothing to do with Hubitat, correct? Just want to fully understand what happened.
I have a large Lutron Caseta system, and I have migrated from a C-3, to a C-7, to a C-8, and finally to a C-8 Pro hub without ever having to 're-integrate Caseta'. I just restored the previous Hubitat hub's backup to the new Hubitat hub, and everything was back to working without ever having to touch the Lutron Caseta or Apple Home side of things.
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The problem I had with Caseta was not related to Hubitat. It just coincided with the new C8 Pro installation and was entirely an issue with Caseta and Apple Iphone. All the Caseta stuff started workin as soon as I was able to enter the Caseta bridge ID code on my iPad.
The only thing that I had to re-integrate in Hubitat was the Zigbee stuff. Put them in pairing mode, then find them again.
To be clear, this was a strange problem with how Caseta setup works when using an iphone - a screen that was supposed to allow me to enter the code opened and closed so fast, you couldn't see it. I'm sure they'll have a solution before the end of the month.
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Sounds good. Glad you got it sorted out. I have updated the thread Title and moved it to the Lounge, where most non-Hubitat topics are discussed. 
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