PGP has very much had breaks, both in its authenticator and a full-on confidentiality break for the mail plugins, both traceable to the structure of the system itself, and that's before we get into the fundamental DOS flaw that killed the keyservers, which themselves are an antifeature. I don't think you can find a practicing cryptography engineer to stick up for PGP.

I don't like or trust OpenVPN. I'd sooner expose OpenSSH itself, which has really a pretty stunning security track record.