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Home/ Questions/Q 7814535
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Editorial Team
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Editorial Team
Asked: June 2, 20262026-06-02T05:13:27+00:00 2026-06-02T05:13:27+00:00

I’d like to launch an EC2 Windows instance, upload an EXEecutable & execute it

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I’d like to launch an EC2 Windows instance, upload an EXEecutable & execute it (all in an automated fashion, this is important)

So far I was able to programmatically launch EC2 Windows instance & get its parameters (password / IP), now I’d like to find a way to upload this Executable (from my Windows machine or from my other EC2 linux instance) & run it.

I thought about launching an RDP connection & using a macro software to upload & execute the file, but based on previous experiences this is a poor/fragile approach to say the least.

I also thought about uploading this EXE to a server, then do something like this on Windows:

wget http://www.domain.com/my-file.exe

Except that Windows doesn’t have wget!

So my question is: is there a way to programmatically upload & execute an EXEcutable in EC2 Windows instance?

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  1. Editorial Team
    Editorial Team
    2026-06-02T05:13:29+00:00Added an answer on June 2, 2026 at 5:13 am

    The command ec2-run-instances has two additional arguments that can be used when running the command. The user-data command and user-data-file both of these perform the same task just they read from different input. When you use this argument the contents of the user-data will be uploaded to a amazon hosted URI http://169.254.169.254/1.0/user-data only available to the instance that was launched.

    The normal way to do this in the linux environment would be to upload a shell script to the instance to download the exe, your user-data-file might look something like this…

    #! /bin/bash
    wget http://www.domain.com/my-file.exe
    

    In Windows there’s no default service installed to execute the user-data-file when the instance is booted but there is an open-source project CloudInit.NET which simulates the same process but with a powershell script. The only requirements are .NET 4.0 and CloudInit.NET. Once installed it will execute the user-data-file when the instance is booted. It’s very easy to download a file and execute it with a powershell script.

    !# /powershell/
    $wc = New-Object System.Net.WebClient
    $wc.DownloadFile("http://www.domain.com/my-file.exe", "C:\my-file.exe");
    & 'C:\my-file.exe'
    
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