Chapter 1 of Cyrus's story takes about an hour and I was able to beat it with him at level 5 in my first story path. There's a single dungeon area - grab the red chest with nice armor "Wind Attire" by going all the way left on the bottom level, then after going up a few steps head right through a somewhat hidden path to it. Russell is weak to ice, and the two addons are weak to fire and lightening. I purchased the second lightening spell with my first set of 30 JP (job points) which hit all enemies twice, making this battle pretty easy. The achievement pops when you leave the town after going through the remaining story conversations in town.