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I don't fully understand your use case but was it originally set up where a retryRequest could create another retryRequest? If a retryRequest hadn't responded in the given timeframe was it getting cancelled?
Also, I remember someone at some point having an issue trying to schedule tasks in the background. It was just a vanilla SwiftUI thing though. It was like the scheduler would stop triggering or get out of sync... especially when the View wasn't the main focus. Not sure if it's related, but it could be something that is more likely to occur on watchOS.
Someone else might be able to help you out more though.

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@eimantas
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