It seems that R-cran-openssl has been fixed to build with LibreSSL as of version 0.9.6 https://github.com/jeroen/openssl/commit/0f3aa39064811cb1d36a34e51924f3cb3e43eee1
A commit references this bug: Author: tota Date: Wed Sep 27 08:08:48 UTC 2017 New revision: 450723 URL: https://svnweb.freebsd.org/changeset/ports/450723 Log: - Remove IGNORE PR: 222251 Submitted by: brnrd@ Changes: head/security/R-cran-openssl/Makefile
Committed. Thanks!