I have about 30 Pod-Cast streams and I listen to about 2–4 a day regularly, I have evaluated a TON of them and my requirements are simple. They cant be dumb, Aim not a huge fan of TechTV because they tell you stupid things that i don't care about. So i try to not have casts that are like that. The other requirement is they are not slow. I don't want to hear a professor. Last i want updates in 3+ a month. Why? because security isn't a 1 month update. So here kicks off my list of security related Pod-Casts. the items in bold i feel are “essential” to your collection if your security minded. All of the podcasts can be found via Itunes search.
Blue Box VoIP – ok security related to Voip more focused on vonage and consumer then enterprise.
CNN video Daily – security includes the news so good to get a light dusting.
Crave Video – an OK review of hardware (non security)
Hack A Day – i jsut respect this site (non security)
InDigital – great video podcast about hardware (non security)
InfoWorld – good enterprise news source
MakeVideo – (non security) MakeBlog
Pauldotcom Security Weekly – great new age security cast
Security Now! – ok news for security the one host is lame.
Security Wire Weekly – good weekly news
This Week in Tech – mostly the people i dont like from other podcasts
Windows Weekly – ok news for windows.