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dSYM upload fails with HTTP 503 upstream reset on chunk POST #3343

Description

@dalnoki

Environment

sentry-cli 3.5.1 · macOS (arm64) · org: us.sentry.io

What happens

Auth, metadata fetch, and assemble POST all succeed. The upload fails only when POSTing the actual chunk payload (~5.6 MB) to /chunk-upload/, consistently after ~21 seconds:

HTTP/2 503
via: 1.1 google

upstream connect error or disconnect/reset before headers. reset reason: connection termination

Customer also reproduced on:

  • Legacy endpoint via curl (POST /files/dsyms/ with a valid zip, --http1.1, -H "Expect:")
  • Different network (mobile hotspot)
    A tiny invalid multipart to the same endpoint returns JSON immediately, auth and routing are working

Timestamps (UTC):

2026-06-24 01:38:49 – 01:39:10 (chunk-upload)
2026-06-24 01:48:07 (legacy dsyms endpoint)

Potentially Related Issue:

#3135

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