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Some people think Shanahan looks bad here:

Leafs fans know the feeling I mean. It’s that sense that this team doesn’t know what it’s doing. That they’re a never-ending source of drama and not the good kind. That they’re a sideshow. That nobody in charge has a firm hand on the wheel, or any kind of real plan.

And then he started talking. And things got strange.
As Shanahan laid out the timeline that led us here, it became clear that this wasn’t a typical case of a GM failing to meet expectations or even of a team simply deciding it was time for a fresh set of eyes. Instead, it was a twisting saga of decisions being made, and then unmade. Shanahan had seen enough by the trade deadline and wanted Dubas back. After some consideration, Dubas decided he wanted to stay, and his agent got involved. Offers were made. The playoffs came and went, and the disappointment in how they ended didn’t change the plan.
Then came Monday’s media day, and apparently Dubas said something that gave Shanahan second thoughts. His comments about the toll the job had taken on his family felt raw and honest, at least to these ears. To Shanahan’s telling, they sounded like someone having doubts about whether he wanted the job. There were more discussions, maybe more offers being proposed back and forth. Eventually, Dubas made his position clear: He wanted to continue. He was in.
That’s when Shanahan decided, no you’re not.

From The Athletic