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Skype file sharing: file types, size, and time limits ...
https://support.skype.com/en/faq/FA34644/skype-file-sharing-file-types-size-and-time-limits
Yes. Whatever file type you share on Skype will sync across all your devices. Which means if you share something in Skype on your computer, it will also be available for download on your mobile device, and vice versa.
File sharing | Send large files | Skype
https://www.skype.com/en/features/send-files/
How to Play Computer Audio through Skype
https://www.aiseesoft.com/how-to/play-audio-through-skype.html
How do I send a voice message in Skype? | Skype Support
https://support.skype.com/en/faq/FA34735/how-do-i-send-a-voice-message-in-skype
From the Chats or Contacts tab, select the person or group you want to send a voice message. Select the Microphone to record your voice message. Voice messages can be up to 5 minutes long. Select Send audio message to send it to your chat. If you want to delete the sent message: On desktop, right-click the message and select Remove.
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