If you prefer to learn Python programming by watching videos then this is the resource for you. I've watched hundreds of live technical talks and combed through videos to pick out the ones with great speakers who'll teach you the most about the language and ecosystem.
This page links to the best free videos as well as other video lists so you can do your own searching through the huge backlog of conference and meetup talks from the past several years.
Kate Heddleston gave a talk at PyCon 2014 called "Full-stack Python Web Applications" with clear visuals for how numerous layers of the Python web stack fit together. There are also slides available from the talk with all the diagrams.
Kate Heddleston and I gave a talk at DjangoCon 2014 called Choose Your Own Django Deployment Adventure which walked through many of the scenarios you'd face when deploying your first Django website.
The Discover Flask series is a detailed Flask tutorial on video with corresponding code examples on GitHub.
Designing Django's Migrations covers Django 1.7's new migrations from the main programmer of South and now Django's built-in migrations, Andrew Godwin.
GoDjango screencasts and tutorials are free short videos for learning how to build Django applications.
Jessica McKellar's Building and breaking a Python sandbox is a fascinating walk through the lower layers of the Python interpreter.
Brandon Rhodes' All Your Ducks In A Row: Data Structures in the Std Lib and Beyond goes through how data structures are implemented, how to select a data structure appropriate to your application and how the list and dictionary can be used in many situations.
The talk Python Descriptors by Simeon Franklin explains the what and why of this core Python language feature.
David Beazley gives an amazing live coded performance to show Python concurrency using threads, event loops and coroutines. David makes the live coding look easy but a whole lot of work must've gone into that talk.
Google's Python Class contains lecture videos and exercises for learning Python.
PyVideo organizes and indexes thousands of Python videos from both major conferences and meetups.
Incredible Technical Speakers is a repository I put together that features software developer speakers talking about programming language agnostic topics. The list is intended to emphasize professional software developers who also have the ability to engage an audience of peers with an exciting talk.