Unfortunately execs will pay for an expected ROI and the news business doesn't offer tremendous ROIs. If it did you'd see investment in it. It's only been able to float because of ads/classifieds and as venues for propaganda.
Then Bezos shouldn't have bought the newspaper. Especially if he wants to intervene in its coverage to avoid pissing off Trump.
"Buy a newspaper and smash it to bits while submitting to fascists" is bad, whether or not his investment is underwater. How much money has Bezos lost on the WP? I have a very small violin for him.
My impression was that the point of buying the Washington Post or Twitter was to have some sort of control over the media environment, to the benefit of the owner.
If Bezos can't get $100M of losses worth from the Washington Post by other means, well, he's not using it very well.
However since he switched from the "Democracy dies in darkness" ethos to the "ah fuck it bring on the darkness, I own all the torches" ethos, he eliminated the possibility of him getting benefit from owning and running an elite institution in the information ecosystem.
It's been really funny to see a lot of tech execs fail to understand power, and its sources, when outside of their tiny section of the economy. Peter Thiel might actually understand a lot more, but Thiel seems to be the only one capable of doing anything except losing their power in an oligarchy.