The browser detects my payload

[Stavros P]

Hello well me and my cousin wanted to check if I can hack him over the WAN and while he was downloading my payload from a website like Dropbox he told me that there where some pop-ups calling that the application he was  downloading is  a virus.

How can I prevent it?

[digininja]

It depends on what is detecting the virus, it won't be your browser, it will be AV or something in Dropbox.

If you encrypt the file and tell him the password for when he has downloads it he can get it onto his machine if it is Dropbox, if it is his AV then tell him to disable it.

I'd recommend doing all of this in VMs so that when something goes wrong you don't kill his machine.

 

[Stavros P]

Is it possible to kill his machine? :O anyways it wasn't dropbox it was tinyurl. And the payload was undetectable by the AV but the browser was the one that was detecting it with a warning that the file is a virus

sorry for being a bit newbie..

[digininja]

It depends on what you are sending him, if it is a script that formats his drive or drops malicious malware then yes, it will kill his machine.

If all you want to do is get the file to him, encrypt it and tell him the password, then nothing can scan inside the archive and so should allow it through. Where are you hosting the file?