If you're trying to update the #OpenSSL gem on #macOS for #TruffleRuby, you may need this to link with OpenSSLv3's #libssl library:
```bash
OPENSSL_PREFIX="$(brew --prefix openssl@3)" gem update openssl
```
Just replace "@3" with "@1.1" if you prefer OpenSSLv1.1 for whatever reason. Meanwhile, #CRuby still doesn't compile against v3 for me, but YMMV.