In the book Aaron James takes the stance that assholes take small liberties - often many at a time which add up quickly - but they rarely do anything that causes long term or serious harm.
I mention this and the word dickhead because - untill reading his book - I had a specific person that came to mind whenever that word was mentioned. We shall call the person Captain X
But in reading the book I became unsure if Captain X met the definition. He clearly did lots of small things with an undue sense of entitlement like throw a fit if he found anyone touching his chair or if you didn’t make a fresh cup of coffee everytime he came to the bridge (even if the pot was less than 5min old), had ebay purchases helicoptered out to the ship, rearranged work and watch schedules around his frequent naps… But he did lots of bigger things to.
The biggest was he actively fired people that rubbed him the wrong way (i.e. refused to play all his games) and, even worse, he refused to promote anyone he liked.
He was fully engaged ALL the time and actively plotted his schemes. And complaining didn’t bother him… he’d just shrug and say deal with it.
Now his opposite number was 110% disengaged. He was so disengaged that we had to steal his signature and have a stamp made because the paperwork piled up so high. He refused to even use the stamp but he “kindly” left the stamp out on his desk for anyone to use. He would take tons of small liberties too but never did anything big because he wasn’t self motivated enough to do anything big.
And if you called this guy out he would get pissed!
The funny thing is that the ship ran great because the crew was too botch. The first captain made sure he only had the best person for each job and the signature stamp of the second resulted in LOTS of free overtime.
I’d say most Captains are either assholes or dickheads BUT I also want to make clear that it’s not necessary to be either. I’ve worked for a rare few that were neither and still managed to run a great ship… I think it’s just a lot easier to be a dick or asshole than lead by example and since your boss is hundreds of miles away you can get away with it too.