This is a very good point. No matter how much he cried over the alleged cheating or break up or how much resentment he might had felt for Britney, a decent human being would have a reached out and try to be a friendly support for her after everything she's publicly been through. His hurt feelings are irrelevant compared to the terrible things Britney went through and his selfish ass has been using her name for his own gain and never spoke out in her behalf or reached out as a friend after they moved on. Maybe she was so controlled by her father that he'd probably be hard for him to reach out, but his contempt over Britney is totally unnecessary, specially after all these years where Britney has suffered so much and had no one. Sometimes empathy goes a long way.
I think they force her to stay in the 2000s era when she was famous. Her clothes are so 2000 even today. I think it's to make her an icon like Marilyn Monroe and Michael Jackson whose style became immortalized and the impersonators easily use that style to impersonate them. The difference is that Britney is still alive, so it doesn't make much sense that she's still stuck in the 2000s style wise 20 years later. If it's not her controllers' choice, it might be that Britney is mentally stuck in that era as her development stunted after the breakdown due to the control over her, her mental issues and the strong medication she's on.
Even if she has to stay on a conservatorship, I hope they take it away from her dad and give it to someone who really has her best interests in mind.