Only Debian considers it to be a problem for GPL software to dynamically link with system versions of OpenSSL. They be loud and obnoxious about it, but they really are the only ones who are stirring up shit. It's only possible to be incompatible if the GPL software ships with a bundled version of OpenSSL and doesn't append an exception to the GPL.

The OpenSSL project does not consider it to be a problem at all.

The upstream authors that simultaneously link with OpenSSL and use a GPL license obviously don't think it's a problem.