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Ditto
Ditto is an extension to the Windows Clipboard. You copy something to the Clipboard and Ditto takes what you copied and stores it in a database to retrieve at a later time.
For a lot of simple use cases that don't need automatic conflict resolution you could just share files using Syncthing. Then the only dependency on external infrastructure is the Syncthing STUN server if one or both peers is behind a NAT.
Syncthing is open and uses the Mozilla Public License: https://syncthing.net/
Magic Wormhole comes close, I think: https://github.com/magic-wormhole/magic-wormhole
Syncthing is painless, with available local network detection of other clients. If either device has a webcam, the QR codes in the web UI make it quite quick to have a synchronized folder between two systems.
There's also a clipboard manager for Windows, known as Ditto.