Hi. The best thing to do is to
enable debug logging for Metadata Deployment, Metadata Retrieval, and Salesforce DX, then the next time this happens, provide the resulting idea.log file for review so I can see what operations are being executed. Note that when IC starts a push, it also tries to find the associated deployment job on a background thread so that it can provide better status information. My guess is that's what's happening, but it would be good to see the CLI failure to see if the logic for finding that job might be short-circuited in some situations.
Regards,
Scott Wells