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Point subdomain to sftp setup on virtual machine

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This is a fairly complex question, but I'm hoping to start a good discussion.  

I have a client who needs to send a file daily over sftp.  I decided to install the sftp on a windows virtual machine and following the following article: http://www.itq.nl/blogs/post/Walkthrough-Hosting-FTP-on-IIS-75-in-Windows-Azure-VM.aspx. This article only sets up a normal ftp server.  

As I stated I need this to be sftp.  I have a couple questions on how to accomplish this:

1) Are there any good articles on how to setup sftp on a Windows Virtual Machine through Azure? 

2) If this is possible I will need to purchase an SSL certificate to accomplish sftp.  If I currently own a domain can I point a subdomain to my sftp setup on a virtual machine?  Meaning if I own www.domain.com can I buy an SSL certificate for www.sub.domain.com and point this to my sftp?  

Any help would be greatly appreciated!  


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