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How can I send 50gb+ file over internet to friend?
(links.hackliberty.org)
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I've set up tailscale in the past week and fallen in love with the ease of use. So, this has my vote too. But, if i was doing this, i would chop the file into, say, 500mb parts using 7z or WinZip and then transfer it through SCP (WinSCP if using windows) over tailscale IPs.