Bump update - still an issue. TSI said they do not support simulator issues. What is going on here - did something get deprecated with WCSession? Nobody else reports this problem - very strange.
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Update - This was filed in feedback assistant on 3/29. No reply from Apple. Now filing a TSI in hope of getting their attention.
I am going to file a radar. Was waiting to upgrade to Catalina and xcode 11.4 - now that is done and the problem still exists. I will try watchOS 5 and an ios 12 simulator. Will update this thread once with status.Thanks.