I just started using WinSCP after using various others. I had the same question about how it selected. So I clicked Help, and found my way to this 5-year old thread, and the problem was solved! Yay! Thank you. This is the best FTPer I've used.

Thank you for your help! This worked.

You are probably using Commander-style interface. If you do not like its way of selecting files, use either Explorer-like interface or enable 'Explorer style selection' even for Commander-style interface:
https://winscp.net/eng/docs/ui_pref_commander

I just started using WinSCP after years of using Cute FTP. How do I select more than one file (remote or local) at one time? When I click on a file, it is surrounded by a dotted line rather than being highlighted. Am I doing something wrong?

Thanks,
Chris