getsentry / getsentry/self-hosted

Make it easier to debug upload failures

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Improvement Type: Enhancement
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Description

We get a number of reports from users who are having issues with uploads of symbols, sourcemaps, etc. not working. We should try to go through past reports and identify where we can add debug information that would make it clearer where things are failing.

This along with [documenting how to debug this](https://github.com/getsentry/self-hosted/issues/1841) should help in reducing the number of instances of this being an issue.

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