When using smtplib to send emails in an environment where MD5 is not supported (e.g. FIPS), using SMTP.login to authenticate with an SMTP server will fail with: File ...

This issue by Parand Darugar pointed out that Datasette doesn't currently run on Linux systems with FIPS enabled, due to the way it uses MD5 hashes. I hadn't heard of FIPS before. It stands for the ...