I am having an issue where, when sending a message through WCConnection, the session.sendMessage fails sometimes if called in the delegate method activationDidCompleteWith. The issue is not repeatable every time (in fact, it works most of the time).
But forcing a session.sendMessage by using a button in my UI (calling the identical loading code) has a successful session communication immediately, so I know the issue is not in the session itself or the master app.
Is it unsafe to assume the session is ready to accept communication in activationDidCompleteWith? Is there a better place to be calling my initial communication?
In my experience watch OS is pretty finicky, especially when using older model watches. That being said I think the answer to the question: "Is it unsafe to assume the session is ready to accept communication in activationDidCompleteWith?" is yes, it is unsafe to assume that.
In my own app I have a very similar case to yours and I solved it by sending a message until a response is received.