Tcp command [Connect(...,None,List(),Some(10 seconds),true)] failed because of$$anon$2: Connect timeout of Some(10 seconds) expired

Really simple, I can take the request and execute it from cURL on my local machine. Due to my work environment, I have to go through a proxy to make the request. With the proxy up cURL works, but akka.http fails. If I disable the proxy both methods fail when accessing the respective URL. Is there any known issues connecting to remote endpoints through a proxy using akka.http?

What is supported out of the box is HTTPS proxies for the client, but that requires specific setup of the client, did you see the docs around that? Pluggable Client Transports / HTTP(S) proxy Support • Akka HTTP