Python code to generate Let's Encrypt certificates

I spent today writing some Python code to request certificates from Let's Encrypt. I couldn't find much in the way of simple sample code out there, so I thought it would be worth sharing some. It uses the acme Python package, which is part of the certbot client script.

It's worth noting that none of this is useful stuff if you just want to get a Let's Encrypt certificate for your website; scripts like certbot and dehydrated are what you need for that. This code and the explanation below are for people who are building their own systems to manage Let's Encrypt certs (perhaps for a number of websites) or who want a reasonably simple example showing a little more of what happens under the hood.

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Parsing website SSL certificates in Python

A kindly PythonAnywhere user dropped us a line today to point out that StartCom and WoSign's SSL certificates are no longer going to be supported in Chrome, Firefox and Safari. I wanted to email all of our customers who were using certificates provided by those organisations.

We have all of the domains we host stored in a database, and it was surprisingly hard to find out how I could take a PEM-formatted certificate (the normal base-64 encoded stuff surrounded by "BEGIN CERTIFICATE" and "END CERTIFICATE") in a string and find out who issued it.

After much googling, I finally found the right search terms to get to this Stack Overflow post by mhawke, so here's my adaptation of the code:

from OpenSSL import crypto

for domain in domains:
    cert = crypto.load_certificate(crypto.FILETYPE_PEM, domain.cert)
    issuer = cert.get_issuer().CN
    if issuer is None:
        # This happened with a Cloudflare-issued cert
        continue
    if "startcom" in issuer.lower() or "wosign" in issuer.lower():
        # send the user an email

SHA-1 sunset in Chromium, and libnss3

This post is a combination of a description of a Chrome bug (fixed in May), a mea culpa, and an explanation of of the way HTTPS certificates work. So there's something for everyone! :-)

Here's the situation -- don't worry if you don't understand all of this initially, a lot of it is explained later. Last year, the Chromium team decided that they should encourage site owners to stop using HTTPS certificates signed using the SHA-1 algorithm, which has security holes. The way they are doing this is by making the "padlock" icon in the URL bar show that a site is not secure if it has a certificate that expires after the end of 2015 if either the certificate itself is signed with SHA-1, or if any of the certificates in its chain are. I encountered some weird behaviour related to this when we recently got a new certificate for PythonAnywhere. Hopefully by posting about it here (with a bit of background covering the basics of how certificates work, including some stuff I learned along the way) I can help others who encounter the same problem.

tl;dr for people who understand certificates in some depth -- if any certificate in your chain, including your own cert, is signed with multiple hashing algorithms, then if you're using Chrome and have a version of libnss < 3.17.4 installed, Chrome's check to warn about SHA-1 signatures, instead of looking at the most-secure signature for each cert, will look at the least-secure one. So your certificate will look like it's insecure even if it's not. Solution for Ubuntu (at least for 14.04 LTS): sudo apt-get install libnss3. Thank you so much to Vincent G on Server Fault for working out the fix.

Here's the background. It's simplified a bit, but I think is largely accurate -- any corrections from people who know more about this stuff than I do would be much appreciated!

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SNI-based reverse proxying with Go(lang)

Short version for readers who know all about this kind of stuff: we built a simple reverse-proxy server in Go that load-balances HTTP requests using the Hosts header and HTTPS using the SNIs from the client handshake. Backends are selected per-host from sets stored in a redis database. It works pretty well, but we won't be using it because it can't send the originating client IP to the backends when it's handling HTTPS. Code here.

We've been looking at options to load-balance our user's web applications at PythonAnywhere; this post is about something we considered but eventually abandoned; I'm posting it because the code might turn out to be useful to other people.

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