Thanks for the rapid feedback everyone! I want to summarize the action items and discussion points that have come up so far: To add to the PEP: * Emit a warning in 3.4.next for cases that would raise a Exception in 3.5 * Clearly state that the existing OpenSSL environment variables will be respected for setting the trust root Discussion points: * Disabling verification entirely externally to the program, through a CLI flag or environment variable. I'm pretty down on this idea, the problem you hit is that it's a pretty blunt instrument to swing, and it's almost impossible to imagine it not hitting things it shouldn't; it's far too likely to be used in applications that make two sets of outbound connections: 1) to some internal service which you want to disable verification on, and 2) some external service which needs strong validation. A global flag causes the latter to fail silently when subjected to a MITM attack, and that's exactly what we're trying to avoid. It also makes things much harder for library authors: I write an API client for some API, and make TLS connections to it. I want those to be verified by default. I can't even rely on the httplib defaults, because someone might disable them from the outside. Cheers, Alex