Homebrew gives SSL error (SSL_ERROR_SYSCALL) on home network


As the title says, when I try to install packages via homebrew through my home network, I get the following error:

curl: (35) LibreSSL SSL_connect: SSL_ERROR_SYSCALL in connection to akamai.bintray.com:443 
Error: Failed to download resource "rclone"
Download failed: https://homebrew.bintray.com/bottles/rclone-1.38.high_sierra.bottle.tar.gz

However, I can download from the .tar.gz URL that is specified just fine through my browser.

I know this is only a problem with my home network because when I tether my phone it works fine.

Probably got something to do with my router settings and/or ISP but I am not sure where to look.

Thanks for the help! 🙂

Best Answer

  • A thought occurs to me -- have you checked your router to see if it is doing a transparent proxy for you?

    If it is, then you may want to turn that off.

    If you can't turn it off, then you might want to install a VPN solution that will allow you to bypass it.

    Just a thought.

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