[1] http://money.cnn.com/2017/05/27/technology/uber-travis-kalan...
I dunno. The comment doesn't seem very relevant, being basically one random guy's opinion of what he read on the 'tubes about another guy he probably never met, and extrapolating that to be some sort of argument about the profitability of a company. To me, it just kinda feels like thinly disguised bandwagoning to get internet points.
I recall people making similarly tone deaf comments about Steve Jobs around the time he took time off due to cancer, or Bill Gates in his early philanthropic days. Perhaps this particular case bothers me more than the average person because I've been through the same loss, but I guess as long as one get internet points, poor taste is forgiven?
Like I said, I think it depends on context. In this case, I wouldn't say it's tone deaf to mention the CEO of Uber being one of the main reasons you don't use Uber anymore, unless the article is directly talking about something bad happening to him. For example, if the article about his mom's death got to the front page, and people made comments about how bad of a CEO he is or he's the main reason they don't use Uber, that's not ok.
At least from my own perception, the character of the CEO usually doesn't come up as relevant for the people using the platform. On the rider side, it's usually been a matter of how convenient/frustrating their experience with any given platform is, and on the driver side, there's generally no concept of loyalty whatsoever; they just try to be on as many platforms as possible to maximize income.
https://pando.com/2014/02/27/we-call-that-boob-er-the-four-m...
Read it and weep.