Weird Vagrant Error Warning: Authentication failure. Retrying…

I had shutdown my VirtualBox/Vagrant for a while and possibly had a system upgrade or messed around with my SSH keys. Either way, upon starting up again, I found that I no longer could use my SSH key to login. Not sure what happened, but here’s what I did to resolve the issue.

The issue is described over on github where you can see the full article. But for myself, I’m using Vagrant 1.8.1 which is a little older than what’s proposed as a solution in the article. Nonetheless, I managed to fix it with the suggestions. The gist of the solution goes like this:

• Go into your vagrant box manually. You will need to use “vagrant” as your password if you never bothered changing it.
• From your root vagrant directory, run the commands:

  wget https://raw.githubusercontent.com/mitchellh/vagrant/master/keys/vagrant.pub -O .ssh/authorized_keys
  chmod 700 .ssh
  chmod 600 .ssh/authorized_keys
  chown -R vagrant:vagrant .ssh

• logout out of the box and run vagrant halt
• Locate your Vagrantfile (on my mac, it’s under ~/Homestead/Vagrantfile) and add the “config.ssh.insert_key = false”. It might look like the following:

require 'json'
require 'yaml'

VAGRANTFILE_API_VERSION = "2"

homesteadYamlPath = File.expand_path("~/.homestead/Homestead.yaml")
afterScriptPath = File.expand_path("~/.homestead/after.sh")
aliasesPath = File.expand_path("~/.homestead/aliases")


require_relative 'scripts/homestead.rb'

Vagrant.configure(VAGRANTFILE_API_VERSION) do |config|
        if File.exists? aliasesPath then
                config.vm.provision "file", source: aliasesPath, destination: "~/.bash_aliases"
        end

        Homestead.configure(config, YAML::load(File.read(homesteadYamlPath)))

        if File.exists? afterScriptPath then
                config.vm.provision "shell", path: afterScriptPath
        end
        config.ssh.insert_key = false
end

• Run vagrant up

After these things, the warning should go away.

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