Vagrant proxy through CNTLM on Windows using CYGWIN

Wow, talk about a crappy post title, but I just got this working on my corporate network and was quite happy about it.
Reason for this post; Every time I start a new assignment at a (rather big) corporation, I need to follow these steps to be able to access the internet from my vm’s.
(and I keep forgetting the steps, I’m getting old..)
What we’ll use to get this working:

  • Cygwin : https://www.cygwin.com/
  • Vagrant : https://www.vagrantup.com/
  • Virtualbox : https://www.virtualbox.org/
  • Cntlm : http://cntlm.sourceforge.net/

I’m running CentOS vm’s inside Vagrant with Virtualbox provisioning on Cygwin on Windows 7. I’m running Cntlm to create a local proxy for all stuff what I’m doing through cygwin, because I don’t like putting clear text passwords in bashrc or in Win / Bash variables.

Steps:

  1. Get your corporate proxy URL (Via Google Chrome)
  2. Configure Cntlm
  3. Configure Cygwin
  4. Configure Vagrant
  5. Use teh interwebs from your VM, practicing ninja turtle coding skillz and be instantly awesome!!1!

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