Oh well, I also wanted to provide error message I got but different situation so I don't know what is the real problem. First 2 attempts to run osu! failed with windows-styled error message that can be seen when program crashes in Windows. 3rd attempt to run osu! was successful, but when I tried to import map, it stopped work. After that, running osu! immediately fails, without any kind of error message. At least I can gather something in console.app this time.
EDIT:
Redled and reinstalled but still, running osu! immediately fails. I think I should retry later...
SPOILER
With 5 attempts to run osu!, this is all I got now. Much more messages were present in previous attempts though. I'll redl osu! and retry.12. 10. 27. 오후 6:45:26.437 Wineskin[73530]: Starting up...
12. 10. 27. 오후 6:45:26.437 Wineskin[73530]: reading all configuration information...
12. 10. 27. 오후 6:45:26.461 Wineskin[73530]: Starting specified executable in Wine
12. 10. 27. 오후 6:45:26.547 Wineskin[73530]: Wineserver running on PID 73553
12. 10. 27. 오후 6:45:36.496 Wineskin[73582]: Starting up...
12. 10. 27. 오후 6:45:36.000 kernel[0]: process 73573 set trusted
12. 10. 27. 오후 6:45:36.496 Wineskin[73582]: reading all configuration information...
12. 10. 27. 오후 6:45:36.518 Wineskin[73582]: Starting specified executable in Wine
12. 10. 27. 오후 6:45:36.605 Wineskin[73582]: Wineserver running on PID 73605
12. 10. 27. 오후 6:46:00.420 Wineskin[73637]: Starting up...
12. 10. 27. 오후 6:46:00.421 Wineskin[73637]: reading all configuration information...
12. 10. 27. 오후 6:46:00.456 Wineskin[73637]: Starting specified executable in Wine
12. 10. 27. 오후 6:46:00.547 Wineskin[73637]: Wineserver running on PID 73660
12. 10. 27. 오후 6:46:18.153 Wineskin[73689]: Starting up...
12. 10. 27. 오후 6:46:18.153 Wineskin[73689]: reading all configuration information...
12. 10. 27. 오후 6:46:18.182 Wineskin[73689]: Starting specified executable in Wine
12. 10. 27. 오후 6:46:18.273 Wineskin[73689]: Wineserver running on PID 73712
12. 10. 27. 오후 6:47:26.000 kernel[0]: process 73750 set trusted
12. 10. 27. 오후 6:47:26.000 kernel[0]: revoking trust for process 73573
12. 10. 27. 오후 6:47:27.803 Wineskin[73754]: Starting up...
12. 10. 27. 오후 6:47:27.803 Wineskin[73754]: reading all configuration information...
12. 10. 27. 오후 6:47:27.831 Wineskin[73754]: Starting specified executable in Wine
12. 10. 27. 오후 6:47:27.919 Wineskin[73754]: Wineserver running on PID 73777
EDIT:
Redled and reinstalled but still, running osu! immediately fails. I think I should retry later...