I would think Skipper being a fukking drug addict would be a bigger problem for him than something Jemele HIll said...
ESPN has clearly been poorly run for the past several years.
Its an old story with large corporations - once they grow to a point where they feel they've secured their position in the marketplace, all sorts of fukkery ensues
Any half-competent media executive would have developed a strategy for dealing with the post-Trump election political climate...I wrote upthread about this, but let me elaborate a little bit on Jemele's situation to put it in context.
If ESPN had chosen path #1 (no politics, period), there wouldn't have been any "sit-down" necessary with Jemele. She would have known from jump that her comments meant she was fired the second she posted that tweet. ESPN wouldn't have had to fear any backlash because their response and messaging would have been clear - we are a sports network, we do not provide any political commentary, and any on-air personalities who share their personal political views on-record while employed by us are subject to immediate termination. End of story.
If ESPN had chosen path #2 (politics, and an
overt endorsement of certain politics - right, left, racist, pro-black, whatever), so long as Jemele Hill's tweet was in line with the network's stated political stance, she'd have been free to tweet away. Again, no need for a "sit-down", and no fear of backlash from those who would take offense at her comments - ESPN has already made it clear that they endorse her politics - and those who disagree are free to exercise their thumbs to change the channel.
If ESPN had chosen path #3 (politics, but in as balanced a way as possible) after Jemele's tweet, they would have organized an on-air segment (or series of segments) featuring Jemele Hill as the representative of those opposed to Trump, and a Trump-supporting member of the sports media on the other side. They'd be free to really go at it - shyt would probably make fascinating television.
Again, no need for a "sit-down" - ESPN has already made it clear that they aim to provide a balanced and neutral platform for on-air personalities and guests to express their political convictions within the context of sports.
But since ESPN had a gotdamn cokehead at the helm...it turned into a total clusterfukk
...especially in a declining ratings environment 
and the WSJ wouldn't touch her "sources" with a 10 foot pole
espn been on a slow death and it ain't got shyt to do with politics. These idiots overpaid for sports on some monopoly shyt and folks are steady cutting cords.