If you're interested in Security Now, you might like Risky Business: https://risky.biz
It feels like an upgrade to me, by people who spend their days working in infosec. They've had interviews with members of LulzSec, the NSA's General Counsel, and the guy behind PwnAllTheThings. They also broke the inside story of what actually happened in Australia's national census outage.
My one hesitation is it's starting to feel like pro-5eyes propaganda. They were very dismissive of the Shadow Brokers last year (because "NSA superiority"), and have had to rewrite history since the actual 0-days & WannaCry were released. So I don't listen to every episode anymore, but I do find it informative.
Rationally Speaking and Security Now in the same list make my head hurt. Julia Galef has entertaining, highly intelligent and nuanced conversations with brilliant people. Gibson tries to sell tools that are "good because they are written in assembly".
Security Now - Steve Gibson basically reviewing the week in software and hardware security.
Rationally Speaking - Intellectual stuff
No such thing as a fish - fun trivia from the people behind the QI tv show.