Being a demoman main myself, this weapon is infact a favorite of mine to use in pubs but i dont see it as ideal for jailbreak. Here are my main reasons why. The weapon does infact reward killing, and it encorages the player to collect heads. This in my opinion not good in the sense that the guard/warden would be trigger happy, and this leads to accidental freekill etc. On a balancing point, You already have 100% crits, with the extra melee range, and bonus movement speed. And since the demoman has a shotgun, he becomes unstoppable, making rebelling no fun. Going against the demoman with is weapon on jailbreak is far exceeding a challenge, not even scouts can outrun a demoman with 4 heads, which are of no mean hard to collect. Every time anyone has chances of rebelling, no matter what class i've been, its just immediately becomes null void. Boots/grenade launcher, shotgun, eyelander; with this loadout, your pretty much unstoppable, you have a ranged attack that has dangerous damage, and a melee weapon that provides more health than a soldier, and more movement speed than a scout. In standard gameplay, the eyelander is a weapon that takes away health in the begging, so your much more vulnerable to damage until you rack up your heads. If your skilled enough to survive your reward if more protection from all the damage said enemy team comes at you with. But in this situation, its far from it.