Failing on a specific executable... any solution?

Proxychains is failing to work properly on a windows version of an executable. The linux version using the linux version of proxychains works well. The output is the following:

[PID 5636] [I] 2022/11/15 10:24:35 <> 127.0.0.1:9050
[PID 5636] [I] 2022/11/15 10:24:35 Mswsock.dll (FP)ConnectEx(624 172.67.137.217:443 16) PROXY

At this point the program hangs and nothing seems to happen. The proxy config is working with other software, so the proxy config is correct. In addition, the software works without using proxychains, so it is not an issue with the software. This leads me to believe the interaction between proxychains and the software is what is causing the issue.

Software Being Tested:

• Pirate Wallet: https://github.com/PirateNetwork/piratewallet-light-cli
• Pirate Wallet Windows Executable: https://ufile.io/xwf43j7d OR https://file.io/2e5IByV5KefV
• Proxychains latest release

Any thoughts on why proxychains does not work with this executable?