I have two computers with Windows 10. Preferably the simplest option, so that at the other end people with minimal IT competence can figure it out

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2 points

file.pizza if this is a one off or rare occurrence. If you’re doing this regularly, there are better options, provided the person at the “source” computer is competent. A significant question is whether or not these computers are on the same network. I would recommend running a HTTP server if you don’t care about privacy, HTTPS if you do. There’s no need to buy an SSL certificate, self-signed is more than adequate for this purpose.

It’s more complicated to set up, but the advantage is that when you’re done you can send the receiving party a link they can open in any web browser, no hassle.

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2 points

Or use LetsEncrypt it’s free to get an SSL certificate.

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