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The downside of him dying early is that his base may be underdeveloped and he won't have many military units remaining.
TL/DR
Just wall up and boom in the beginning and the enemies will either attack the wall without siege or attack Red and kill Carloman for the achievement. You can also just aggro some enemy units with your scout and bring the army to Carloman. If you don't wall which I did the first time, I got attacked by Camel Archers/Camel Riders from Green, Archers from Yellow, Infantry from Grey and Calvary Archers from Orange at the 25 minute mark. So at that point with four enemies attacking with 15-20 units each, I was overwhelmed.
I was trying to lure some enemy units to his town using my starting scout. Unfortunately, he survived with 1 hp left
He died later when his town was attacked.
Just don't help him.
What happens if you convert all Saxon leaders? I "accidentally" killed one.
You gain the ability to train Huskarls in your barracks. (You do not get their elite upgrade however.)
The other way to do it is use Mangonels and friendly fire him down. At least I assume that would work. What I've done is similar scenarios with other campaign missions.
I assume there's a trigger that lets you inherit his buildings and units so long as you are allied at the time of his death then. Personally I just declared war on him early on, before even attacking the other enemies.