If you liked Love O2O, then you should probs watch A Love So Beautiful.
I don't think you should watch Rush to the Dead Summer since it has a(n) open ending since towards the end, due to misunderstandings, the FL and ML break up. Years later at their mutual best friend's wedding, they see each other again, so it kind of ends on that LOL
My Sunshine is angsty and slow in the beginning but the latter half is much more cute and happy and it has a happy ending. If I remember correctly, Boss and Me does too. (The novels that My Sunshine and Boss & Me were adapted from were written by the same author who wrote the novel for Love O2O).
I see you have Cry Me a Sad River on your ptw list, and from my knowledge of Guo Jingming novels, that novel is really depressing and angsty and sad LOL but I heard they're making changes on it for the drama version so we'll have to see about that one.