Wine doesn't run, tried to create a window but no drivers

[tester22341]

I'm trying to run Wine on a VPS. Yes I need Wine, I need to run 2 Windows executables and no I cannot just compile them for Linux as 1 is closed source and the creator won't respond to any messages.

This is a brand new Ubuntu install with only Node.js and wine and winetricks installed. Running anything with Wine gives

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0030:err:winediag:nodrv_CreateWindow Application tried to create a window, but no driver could be loaded.
0030:err:winediag:nodrv_CreateWindow Make sure that your X server is running and that $DISPLAY is set correctly.

Using wine tricks to attempt to install vcrun2015 gives

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...
Executing wine vc_redist.x86.exe
0030:err:winediag:nodrv_CreateWindow Application tried to create a window, but no driver could be loaded.
0030:err:winediag:nodrv_CreateWindow Make sure that your X server is running and that $DISPLAY is set correctly.
002f:err:winediag:nodrv_CreateWindow Application tried to create a window, but no driver could be loaded.
002f:err:winediag:nodrv_CreateWindow Make sure that your X server is running and that $DISPLAY is set correctly.

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DISPLAY=:0 wine file.exe 

also gives

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0030:err:winediag:nodrv_CreateWindow Application tried to create a window, but no driver could be loaded.
0030:err:winediag:nodrv_CreateWindow Make sure that your X server is running and that $DISPLAY is set correctly.

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echo $display

Gives a blank line.

What am I supposed to do about this?

[jkfloris]

How do you connect to the VPS?

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echo $display

Is this a typo? The variable is in upper case.

[tester22341]

How do you connect to the VPS?

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echo $display

Is this a typo? The variable is in upper case.

Through Putty, SSH.

Regardless of what case the variable name is it always prints a blank line. $display, $DISPLAY, $Display are all identical empty lines.