Regrettably, this is a problem with mintty not agreeing with programs that 
use Windows console mode, such as more recent versions of Vagrant, 
apparently.
:(
https://github.com/mintty/mintty/wiki/Tips#inputoutput-interaction-with-alien-programs

On Monday, November 20, 2017 at 12:51:17 PM UTC-7, Jeremy Jackson wrote:
>
> My workplace just upgraded me to a new Win10 computer, so still getting 
> set up. (Also bitter about still being forced to use Windows :[)
>
> I run vagrant through mintty, installed at the same time as Git for 
> Windows.
>
> When trying to `vagrant ssh` into a machine it does not display a prompt, 
> though it does respond as if a prompt is there. I did some experimenting 
> using ubuntu and centos boxes and it's the same no matter what.
>
> I've discovered that by running `vagrant ssh -- -t -t` it will display the 
> prompt, so I'm a little confused about this.
>
> Are there any vagrant settings I can implement to avoid having to type out 
> that full command each time?
>
> Here are the different things I've tried along with their results.
> You'll notice that only on the last one do I actually get the expected 
> terminal prompt.
> jeremy.jackson@CG002161-AD:~/Projects/j_timer$ vagrant ssh -t
> Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.4.0-87-generic x86_64)
>
>  * Documentation:  https://help.ubuntu.com
>  * Management:     https://landscape.canonical.com
>  * Support:        https://ubuntu.com/advantage
>
> 39 packages can be updated.
> 12 updates are security updates.
>
>
> pwd
> /home/vagrant
> exit
> jeremy.jackson@CG002161-AD:~/Projects/j_timer$ vagrant ssh -t -t
> Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.4.0-87-generic x86_64)
>
>  * Documentation:  https://help.ubuntu.com
>  * Management:     https://landscape.canonical.com
>  * Support:        https://ubuntu.com/advantage
>
> 39 packages can be updated.
> 12 updates are security updates.
>
>
> pwd
> /home/vagrant
> exit
> jeremy.jackson@CG002161-AD:~/Projects/j_timer$ vagrant ssh --no-tty
> Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.4.0-87-generic x86_64)
>
>  * Documentation:  https://help.ubuntu.com
>  * Management:     https://landscape.canonical.com
>  * Support:        https://ubuntu.com/advantage
>
> 39 packages can be updated.
> 12 updates are security updates.
>
>
> pwd
> /home/vagrant
> exit
> jeremy.jackson@CG002161-AD:~/Projects/j_timer$ vagrant ssh -- -t
> Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.4.0-87-generic x86_64)
>
>  * Documentation:  https://help.ubuntu.com
>  * Management:     https://landscape.canonical.com
>  * Support:        https://ubuntu.com/advantage
>
> 39 packages can be updated.
> 12 updates are security updates.
>
>
> pwd
> /home/vagrant
> exit
> jeremy.jackson@CG002161-AD:~/Projects/j_timer$ vagrant ssh -- -t -t
> Welcome to Ubuntu 16.04.3 LTS (GNU/Linux 4.4.0-87-generic x86_64)
>
>  * Documentation:  https://help.ubuntu.com
>  * Management:     https://landscape.canonical.com
>  * Support:        https://ubuntu.com/advantage
>
> 39 packages can be updated.
> 12 updates are security updates.
>
>
> Last login: Mon Nov 20 19:37:39 2017 from 10.0.2.2
> vagrant@vagrant:~$
>
>
>
>
>

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