Are you saying that beating Arlovski in 2016 like Stipe did is better than beating Arlovski in Jan 2009, when he was a year and a half removed from being UFC champ and was the #2 ranked HW in the world?
Look, I like Stipe, he’s a great fighter. But he benefitted greatly from hitting his peak at a time when many HWs were aging. He fought Arlovski 7 years after Fedor did; he fought Hunt nearly a decade after Fedor did. 2016 Overeem was likewise a far cry from the Ubereem that was DREAM/Strikeforce/K1 champ in 2010. JDS was pretty shot; JDS and Stipe were both in or close to prime the first time they fought, and JDS won. Cormier? Old AF and fighting his last fights before retiring, and sparked Stipe out the first time they fought.
Would Stipe even have been champ again without Dana giving him an automatic rematch against DC? Hard to say.
The HW division got more skilled, so Fedor started losing to other fighters from PRIDE? Werdum and Hendo fought in PRIDE, it’s not like they were some new generation of fighter.