In the second JDS fight, Stipe had a sense of urgency when JDS started landing those leg kicks. They hurt and he knew he needed to end that fight quick. He is very susceptible to the leg kick which is what Jon specializes in.
Man, I'm just not sold on Stipe. I know he's the "baddest man on the planet." He showed a lot of heart and made amazing adjustments late in the 3rd going into the 4th round. But he looked like trash in the first and a lot of the second round on Saturday.
I think if Jon went up to HW, he has a strong chance of beating Stipe. Jackson and Winklejohn will not let him go in there unprepared. The only thing Stipe has over Jon is power. Jon has so many tools in his arsenal. I just don't think Stipe would be able to keep up.
Then again, we haven't seen Jon at HW, so who knows. Maybe his skills don't translate as well at HW as they do LHW.