An interesting read, but we all know now that when Dalton was sucked into his own portal he arrived in 1000 AD and somehow entered the dimensional vortex whereupon he lost again to Crono's crew. Then he vowed to build up a military in Porre. Thus 99% of your speculation is false. Porre was not already militant (Dalton made them that way). He may have had several of Balthasar's plans for the blackbird, the Epoch some Golems or something with him, or commited to memory. Even if he didn't have charisma, remember Porre's Mayor is a selfish bastard, and would probably listen if Dalton wanted to make him a King. (Assuming that your Jerky present to his ancestor doesn't have an effect on 20 generations of people). Yea, he gave you back the sun stone, but that's cuz he didn't know how to use it. Dalton could have promised him the world.
Porre is filled with liars and sneaks. From the Bastard Mayor to Tata.