Time for Omalley to be tested now, he obviously has good potential, and the UFC like him, but he hasn't faced a top 15.. or probably even a top 25 fighter yet. I like him and want to see what he can do but the time for squash matches is over.
His opponents;
Ware: 0-4 in the UFC, currently on a 6 fight losing streak.
Soukhamthath: 2-5 in the UFC against low calibre opponents.
Quinonez: 5-3 in the UFC, better record, but himself never been, or fought a ranked opponent.
Wineland: 6-8 in the UFC, was once a a good level fighter but 35 and 1-3 in the last four years.
Anything other than a top 20 fighter now is pointless. Yadong, Vera, or even Rivera would be great fights. Starting there he could challenge for the title by late 2021 if he racks up 3 more wins I think.