There are about 3 or 4 Darknet Diaries, but here's my fav. OK it's a tie:

   https://darknetdiaries.com/episode/90/
   Jenny
   Meet Jenny Radcliffe, the People Hacker. She’s a social 
   engineer and physical penetration tester. Which means she 
   gets paid to break into buildings and test their 
   security. In this episode she tells us a few stories of 
   some penetration testing jobs she’s done.

   https://darknetdiaries.com/episode/95/
   Jon & Brian's Big Adventure
   Jon and Brian are penetration testers who both worked at 
   a place called RedTeam Security. They’re paid to break 
   into buildings and hack into networks to test the 
   security of those buildings. In this episode they bring 
   us a story of how they prepare and execute a mission like 
   this. But even with all the preparation, something still 
   goes terribly wrong.

Episodes 84 and 81 also. GREAT stuff. But 90 and 95 are my faves. I don't have time for other podcasts so its DND for me.