When a domain is whitelisted for server upload, one of the user current expectation is to be able to handle larger files easily.
Yet, a 300-500 Mb files often fail with a "HTTP request timed out" message.
This has been experienced both from archive.org at T106293 and before with other servers.
How to reproduce?
- Go to https://commons.wikimedia.org/wiki/Special:Upload
- Enter the URL for a 300-400 Mb files (150 Mb seems to always work, 200 Mb often works)