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Comment on Lost connection to the debugger
6/17/21: Amazingly (and gratefully) this seems to have resolved it (after XCode restart)! Note: This is all pretty new high end fast equipment. The USB connection however is going to the back of a Pro Display XDR. It suddenly occurs to me it might be worth checking whether cabling directly to notebook would help. Perhaps there is some latency when going through the display's built-in USB-C ports? Configuration: iPhone 13 Pro Max (iOS 15.5) Macbook Pro M1 Max (macOS Monterey, 12.4)
Jun ’22
Comment on I get "Failed to prepare device for development." on my iPhone for development
Your answer got me thinking about my KeyChain. Hadn't developed code for awhile and found some dated certs, and the one you mentioned, duplicated. Cleaned it all up and set some to "trust" (including Apple Worldwide Developer Relations Certificate Authority) instead of use system defaults), and it works. That makes me wonder if you may have inadvertently fixed it doing something else and that changing the trust setting for the cert didn't really fix it. In any case, I think it's safe to say that one potential source of this problem is XCode stumbling over problems in certs in your key chain and, one should review all that and clean things up.
Oct ’21