Probably he would give Kressh a run for his money, he might make Sadow sweat, but Simus i have no idea, as we have no information on him, it could be he was stronger than Sadow or it could be he wasn't, all we know is he was Sadow's mentor and the only Sith that fought Ragnos.
Sadow is leagues above Kun, Kressh is a league above Kun. I tend to think Kun and Luke in the same league with Luke taking first place so here's a list.
1st Tier
Ragnos
Simus
Sadow
Kressh
2nd Tier
Kun
Luke
3rd tier
DE Sidious
Revan
Kreia
Kyp
Jacen
4th tier
the rest....
note that it isnt very 3rd tier fighter, but im comparing the difference in powers, personally i believe Kun and Luke in a league of their own, with only the Ancient Sith more powerful than them. Consider we do not include flukes such as Nihilus