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Ubuntu concurrent connections problem

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I was testing out some scraping with C# parallels & it seems that Ubuntu is somehow interfering with it.

Basically when I'd start my program (~50 parallels = 50 requests at the same time) - a couple of requests (avg 5) would go through and then it completely dies and no further requests go through, it gives me something along the lines of "It turned out wait for proxy .... blah blah not important"

I think Ubuntu is for some reason refusing to connect to proxies when there's multiple connections going out.

I'm on Ubuntu 22.10, although I doubt the version makes any difference.

I tested out the same program on Windows 10 VM, as well as some random XFCE server via VNC that I have and it works just fine.

What could be interfering with it?

I sit in a Tesla and translated this thread with Ai:

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