As far as I know, in order to have a career in China (mainland, now in conflict with HK), he posted on Weibo that he supports the HK police and he is a protector of the flag (police had used violence against the people; someone threw a Chinese flag in the Victoria harbour and that is how the celebrities started to post about being flag protectors, to keep their career in China)
There are some theories that maybe the communist party threathened him and his family and he had no choice... I think he could have been silent, but who knows?
His family being well known... his father was an olympic fencer, his mother olympic gymnast and his older brother also fencer/rugby player, but he said that during childhood they were poor and struggled a lot...
Also now that he is collaborating with American artists, 100% he got satanic/evil/illuminati. The album art, Kabbalah string on his wrist and his posts about suffering a lot but still not giving up... say a lot. He is said to have just become depressive, and in several interviews he said that in the industry he got through some awful things (I wonder what could they be) but that he thinks that it was worth it because of his career.
Now he collaborates with genderfluid/transgender magazines and artists and feels proud about it. I wanted to mention that in the past (first years after debut) he always wore HK flag on hats/clothes or always said that he is proud to be from HK. Now he always say that he is Jackson Wang FROM CHINA, stresses it a lot.
About having a bad personality... I know that in school he did not like to study. He liked some indecent picture on instagram of a girl and then quickly took back the like, and his past comments on women make him have that womanizer vibe.
The fans and other artists always praised him for his work ethics and bubbly personality, but lately he looks fed up and so under the weather. In the Bullet to the Heart mv he looked so helpless, but in real life he acts so different... so sure that he loves what he does.
Also he had some instagram posts where he was posing with a hand on his left chest... the Illuminati salute/oath of loyalty. Now that he has got into the American industry he became bad, he is a sellout, maybe.
This is what I know so far, sorry for my mistakes. Hope it helped you