KingHotTrash here as Jeremiah Lawless, the bad man turned to good.
I can easily make the 1/day posting at the least. I'm in the CST time zone and my work ends in the mid-afternoon. Sometimes I won't post till late though because I do a bunch of real-life games. I will do my utmost to always keep everyone up to date with what I'm doing, especially when in combat.
As for connections; Jeremiah Lawless is a wandering man by nature and being wanted in quite a few places has only made that habit stick. I don't think he'd travel much with anyone but I do remember seeing that there was a Blessed in our group. That character could remind him of the priest that saved him and so he may be travelling with him for now as protection.
As for why he took the job? A man needs to eat and to eat, you need dollars in your pocket. A cattle drive seems like a good way to keep on keeping on.