Re: Who is greater now? Caroline Wozniacki or Simona Halep?
If they retire now I'd have to say Wozniacki, although I pretty much hate her playstyle and off-court antics, also she destroyed my former favourite NBA player David Lee for me (especially the Miami drama).
But in the long run I strogly believe it will be Halep. Now with her Grand Slam (what's more valuable for me too than Wozniacki's insanely lucky AO campaign) I believe she won't choke anymore, at least not to an extent like vs. Konta or Ostapenko, and she'll win like two or three more minimum. I mean she was in 3 of the last 6 Slam Finals, and in these 6 Slams the only not explainable loss was against Rogers at AO17 (maybe an injury).
Three of the losses are pretty much explainable with pressure and that she crumbled in the situation literally fearing to achieve something she didn't before (Konta SW17 for #1, Ostapenko RG17 for #1 (?) and first Slam, Wozniacki for the first Slam in an insanely tight match). Sharapova at Arthur Ashe with (I think) closed roof, was just a matchup nightmare. I hope and believe this won't happen anymore, where she reached everything. Maybe in a match for a career Grand Slam or something.
On the opposite side I don't think Wozniacki will play much longer than the 2019 season, she seems to be pretty satisfied now with her AO title. And for her to win one GS she had to get an all-time cakewalk draw plus massive choking from Fett and Halep. I don't see how it'll be possible that she wins another in the next 1-2 years whereas Halep has like 4-5 years minimum in her.