It's not the first time that it would have been very useful to me to have debug symbols for the libraries in openssl available.
This seems to work for me. Not sure if the revision bump is necessary. I don't expect to need symbols for 1.0.2, so I didn't add a debug package there, but as there are a few consumers it might be useful, too... Index: Makefile =================================================================== RCS file: /var/cvs/ports/security/openssl/1.1/Makefile,v retrieving revision 1.15 diff -u -p -r1.15 Makefile --- Makefile 22 Apr 2020 04:31:53 -0000 1.15 +++ Makefile 5 Jun 2020 12:48:58 -0000 @@ -2,12 +2,15 @@ PORTROACH= limit:^1\.1\.[0-9][a-z] skipb:0 skipv:1.1.1 V= 1.1.1g +REVISION= 0 SHLIBVER= 11.5 SHARED_LIBS= crypto ${SHLIBVER} \ ssl ${SHLIBVER} WANTLIB= c + +DEBUG_PACKAGES = ${BUILD_PACKAGES} CONFIGURE_STYLE= simple CONFIGURE_SCRIPT= config