I think because a lot of people don't know Travis personally (including myself) it's easier to not empathize with what's happened, especially if you've never felt the same loss, because he's essentially reduced to this ephemeral figure rather than an alive person. I don't know if I could be friends with Travis based on the news I've read, and I wouldn't choose to work for his company, but I still feel for him on a base level.
I think you can still empathize with Travis, but have doubts about how much his leave is related to the loss of his mother. It appears that the Holder investigation recommended the departure of Emil Michael. A number of other executives have also left recently. Based on all available evidence there is something happening with Uber's leadership and the board is trying to address it. Travis very well may not be in a position to do that due to his grief, but the (potential) timing of his leave coinciding with the release of the investigation's findings seems to indicate that is the primary cause.