Created attachment 593982 [details] build.log and requested information pound fails to compile while upgrading openssl from v1.0.2 to v1.1.1 attached TAR holds all requested information files THX and CU Tom
*** This bug has been marked as a duplicate of bug 674064 ***
It seems to me that this is unmaintained both upstream and in Gentoo too. This fork https://github.com/zevenet/pound seems to work with OpenSSL 1.1. Maybe consider migrating to Nginx if it's feasible.