In order to send files on Skype, you can simply select a contact from your Skype contact list, and pick the desired file to transfer to the selected contact.
Note: Since Skype also allows you to initiate text chat conversation while being on a voice or video call with the same (or different) person, you can easily transfer the files to any person even if you are engaged on a video or voice call on Skype.
Here is how you can transfer important files to your friends or business clients in Skype:
- Turn on your computer system.
- Open the Skype application and click the appropriate option to sign-in either using Microsoft account or by your Skype Name.
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- Assuming that you are logging-in using the Skype Name, provide login credentials in the appropriate fields, and click the Sign in button.
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- On the Skype interface that comes up, click the desired contact from the left pane whom you want to send a file.
- Once selected, click the more button (button with ‘+’ sign) from the right pane.
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- From the displayed list, click the Send file option.
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- On the pop up window that opens up, browse to locate and select the file that you want to send, and click the Open button. (E.g. 2-flower-wallpaper.jpg file is used in this demonstration.)
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- Once the processing is complete, optionally type the message in the given field, and click the Send button at the bottom-right corner to send the file to the selected contact.

Related resources
- How to send files between PCs through wireless network? Forum
- I just want a usb-usb cable to send files from a pc to another pc, is that possible? And how much will that cost? Forum
- How do I send files over to my laptop using a ethernet cable connected to my Desktop PC?? Forum
- How do I send my files to my HDD instead of my SSD Forum
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