If you both are familiar with torrenting, make a torrent file, send the magnet link and then torrent the file.
No need for a central server.
That is the point of it, but if you are worried, grab 7-zip and make an mencrypted archive.
Wouldn’t the DHT scrapers still find it? Also what tracker do you guys use for this? I’ve thought about doing this but I am always worried it’ll get downloaded by unintended observers (regardless of how hard I PGP the contents.)
It has been years since I used one, but back then Transmission was a good client.
It’s maybe sorta simple and lacking advanced features or even stuff like incremental file downloading in qbittorrent but on macos it feels like it’s the same app today that it was 15 years ago - it works and is stable and light on resources especially with modern systems. Hasn’t looked even a morsel different since I was in high school. Actually weirdly impressive especially considering changes to apple and macos apps over the years due to os changes some old apps just won’t launch on new macos versions
Send has always been easy to use and reliable for me, double points for being free software
Have a look at SwissTransfer. Its run by Infomaniak, and supports files up to 50gb. You can password protect transfers and set the maximum amount of times a file can be downloaded.
Alternatively you can go a bit old school and encrypt the files on a pen drive and send by courier. I still do this as I have some family with broadband speeds from 20 years ago.