This is windows 10 (using a shell that looks like vista). The ancient thing I’m refering to is the “Microsoft chat” window. MS Chat was the predecessor to msn messenger which was discontinued ~1999

I didn’t expect to be able to to instantly connect to anything with a 27 year-old 1mb program.

I would upload it but it messes with windows’ registry. These old ms programs can mess stuff up on modern windows.