Send Web Request Error 500

Question

Request on CURL curl -X POST -H "Content-Type: application/json" -d "{\"message\":\"Help What do I do now\"}" https://:7990/ The request works fine to flask / Python with CURL and Postman Tried IssueData / Custom etc Header content-type : application/json ( which it is correctly formatted ) Server is Flask on Python ( correct SSL certs, not that ) As above works fine on CURL / Postman and can even web browse if allow GET Firewall OK, Tested and can see it passing Always get the error when using SEND WEB REQUEST on Jira Send web request Unable to publish the web request - received HTTP status response:500Error found in the HTTP body response: FYI Flask is accessible from Jiras servers and is not blocked by firewall rules SSL Certs good, I have bought them and work with CURL, Postman and Chrome ( on Get ) CURL and Postman work without issue If I try the https SEND WEB REQUEST I get a 500 error ( Not from Flask ) If I change that to HTTP, then save I get the same error ( but 502 and with a Squid error ) Which says to me the fault is with Jira/Atlassian ( Squid is doing something funky as middleware ) Unfortunately, Only Atlassian can supply a solution to this issue

SGC Associates Ltd · Answer

Tried that as part of debugging, but tried again

Got same result

Nothing at all on the server, not even a connection

Error on Jira is

Unable to publish the web request - received HTTP status response
500
Error found in the HTTP body response

Tuncay Senturk _Snapbytes_ · Answer

Yeah, it might be the case.

Did you try adding some logs to see how it behaves with data in and out? something like :

try:
   print("Headers:", request.headers)
   print("Body:", request.data.decode('utf-8'))
   print("JSON:", request.get_json())
   return "Request received successfully", 200
except Exception as e:
   print("Error processing request:", str(e))
   return "Server error", 500

SGC Associates Ltd · Answer

Correct on all

Works flawlessly with CURL and Postman

Checked firewall, SSL ( bought specifically for this ), headers ( set at application/json )

Not using basic auth

It does not hit Flask as I have extensive debugging enabled and nothing,

but with CURL, Postman etc I can see results in debug log / print and can capture initial connection.

My understanding is that Atlassian/Jira uses Squid as middleware for their AWS platform and I believe this is the issue

Many Thanks