There are several TWiT podcasts, and some of them only partially meet the criteria of the person who submitted the question. Let's review the criteria: "entertaining, informative, and, most importantly, thorough," not dumbed down, "dive deep into projects and discussions instead of simply skimming the surface."
The two TWiT podcasts that meet all the criteria that come immediately to mind are Security Now and the (unfortunately now defunct) MacBreak Tech. Security Now is very technical and educational, and it doesn't dumb things down, but instead it manages to explain very technical topics in ways that make them easy to comprehend. It's mostly about computer and information security (naturally) but it also gets into networking and other related topics as well. MacBreak Tech was mainly focused on Macs as the name implies, but I learned a lot of things from the podcast that don't just apply to Macs specifically. I think all the old episodes are still available, so browse through the titles and descriptions and download anything that looks remotely interesting.
Other TWiT podcasts that the asker might enjoy: This Week in Law and FLOSS Weekly. This Week in Law gets in depth about the legal aspects of computer technology and the computer industry. FLOSS Weekly is all about Free (Libre) Open Source Software and consists largely of interviews with lead developers of major open source software projects.
Another decent computer security podcast is Security Bites from CNET. Security Bites is not nearly as in-depth as Security Now as the episodes are very short and more focused, but the show is worth listening to as well.
If you don't mind the shameless self-promotion, I'm one of the hosts of MacMod Live, which deals with Mac modding and peripherally-related topics. MacMod Live doesn't always get super technical, but MacMod.com has a lot of interesting stuff too if you're interested in computer modding.
All of the above are audio shows (sorry if you're looking for video content specifically). Occasionally we do videos on MacMod Live, and those get posted in the same podcast feed as our audio shows.
IN MY OPINION anyone interested in improving himself should not rule out becoming pure energy. -- Jack Handley, The New Mexican, 1988.