I am supposed to help with a test plan to make sure our stuff works
properly, but I'm not sure what to test.  I imagine that it has to be
backward compatible, since everyone using HTTPS has to be, but am not
sure.

Other than reading the NEWS page for changes, can anyone think of
something I should do or something specific I should test?

I'd focus on testing your application to be sure it does what you want it to do. I'd start by designing a series of tests designed to stress your application, and in turn, openssl. If that means setting up a duplicate, but test environment, I would.

You can test openssl all day long and not see what you need to see, namely the functions you use doing what you want them to do.

Larry




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