Trump wins press oppressor award
I think there may be some confusion here!
The Press Oppressor Award is not a real award, and it's unlikely that Donald Trump would win such an award. In fact, the opposite is true: Trump has been a vocal critic of the media and has been accused of attacking and undermining the press.
The Committee to Protect Journalists (CPJ) is a real organization that advocates for press freedom and safety. They have a number of awards and honors that recognize journalists and organizations that have made significant contributions to the field of journalism.
It's possible that you may be thinking of a different award or organization. If you could provide more context or clarify what you're referring to, I'd be happy to try and help you further!