Phil can't apologize, because in Phil's mind, Phil is never actually wrong. He almost apologized for calling streamers shills with that tweet he had to delete, but he recently pulled even that and praised the tweet he deleted, saying how right he was to call everyone shills. So the closest we get to situational apologies is when Phil is taking heat and needs to say he is 'sorry' to avoid heat.
In terms of admitting to past wrongs, the one he often admits is that he was rightfully banned from Blip for racist commentary. But then he has also repeatedly followed this up by saying that nobody actually cared, and it was just a Howard Stern bit, and everyone was doing it... Blip just got scared because the trolls reported him. So it's not an actual admission because of all those caveats. He also always says he used to be stubborn, especially about improvements, but has now become open minded. The recent lacklustre vestival and the following prestream demonstrated that he has not changed at all, and can't recognize that he is doing exactly the same thing, maybe even worse because he owns the improved hardware and is just sitting on them.
He'll never sincerely apologize for anything. By all indications, he is incapable of the empathy and self-reflection necessary for a sincere apology.