In this world, bosses end up holding power over their underlings. A boss who uses this power capriciously is tyrannical. A leader should use their power to achieve the shared mission of him and his followers, not arbitrarily.
There's a time and a place for ribaldry, and an interview isn't one. Generally those are optional situations that people can avoid if they don't want to hear it. This, and other sorts of 'tests' that some bosses use in interviews to test for 'thick-skinnedness' is equivalent to seeing if an underling will tolerate arbitrary abuses of power. It's equivalent to a test for absolute loyalty and servility, to see if the underling will be a yes man.
If a leader crosses a line for no good reason, perhaps by cracking a too risque joke, he or she should apologize and tone it down. It's about using your power responsibly and respecting your employees as you will have them respect you.
As a current prisoner, I'm not sure this guy had it right. It's usually the guards that supply cellphones and they just bring them in pockets or bags. Or nuns. I had a nun smuggle in a C# book with accompanying CD-ROM.
Drugs often travel in your "prison pocket", but I've never heard of anyone jamming a cellphone up there.
Luckily, before I went to jail, I had been given this book, the knowledge of which proved useful inside:
https://www.amazon.com/How-Hide-Anything-Michael-Connor/dp/0...
There are usually dozens of places to hide things that don't involve your anus.
Reminds me of the Panera executive who got upset (seemed to be confused) when a security researcher wanted to exchange keys…. dude thought it was a scam / sales tactic.
https://medium.com/@djhoulihan/no-panera-bread-doesnt-take-s...