Issue resolved after updating to the recent 2.2.1 release of LibreSSL. $ ldd /usr/local/bin/tor | grep -E 'lib(ssl|crypto)' 000002abd12ad000 000002abd170c000 rlib 0 1 0 /usr/local/lib/libssl.so.33.0 000002abee2d2000 000002abee8a0000 rlib 0 2 0 /usr/local/lib/libcrypto.so.34.0