Given that the importance of the Red Skulls in Total Madness hasn't been fully explained, I'd like to offer a theory I've pitched in the last few weeks. After that, I figure we can speculate what will happen.
Teege has explained that only those who win Skulls in Purgatory will run the final. We might get a climax similar to The Island, where only those with keys could run the final mission. I think that will repeat here.
Let's say that there's a maximum number of male and female players that could run in the finale (X for each gender). When Jay was sent into Purgatory, the number of men that could run in the end went down by one; either Jay would earn a second Skull, or CT would win and knock Jay's Skull out of circulation. Jay has been sent into Purgatory for a third time, so now the number of male players that can run in the finale is (X-2). On the females' side, Jenny and Dee have earned Skulls, so the potential number of participants is still X.
I wonder if any of the players have thought of this. If Jay or Rogan is sent into Purgatory again, the number goes down to (X-3). In theory, whittling down the number of participants isn't quite the same as running a final mission with scrubs for a guaranteed win. However, if you're a guy, and there are fewer men running at the end. that might be the best case scenario. Also, if only one person wins $1 million, having more female players might be incentive for the guys to keep their numbers. Of course, some of the women on this season are capable of kicking so much ass, so either gender might focus of whittling down the number of females running in the end by sending Dee or Jenny back into Purgatory.
I don't think that having more than one Skull would directly benefit a player in terms of advantages. However, I reckon we might get a Purge or two before the season ends.
Okay, that was too much speculation. The only other thing I can add is that I'm guessing Jay will be okay after the hit Rogan laid on him. However, I think Rogan wins the Purgatory and get the Skull.
Anyone else want to share their speculation?