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I have a WP installation on IIS that won't let me upload a PDF to the media section, but it has the following weirdness:

  • I can upload a smaller PDF (~22KB)
  • Can't upload the larger one (~4.2MB), even though my upload limit is 64MB.
  • I can upload images
  • I can zip the large PDF to ~4.1MB and upload the zip file
  • Trying to upload the large PDF gives ... mydomain.com didn't send any data ERR_EMPTY_RESPONSE in Chrome
  • There are no error messages in the webserver or the PHP log files
  • I've checked the permissions are correct on the WP content folder and the temp upload folder (on the server)

I don't know what to try next....any ideas on getting useful errors out of a webserver / browser?

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  • Further investigation shows that this seems to be related to large (ish) PDF files - they won't upload, whereas large (ish) ZIP files (for instances) will.
    – Kyudos
    Commented Aug 22, 2019 at 21:43
  • And it works in Firefox...?
    – Kyudos
    Commented Aug 22, 2019 at 21:44

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