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.