Wow, okay. So Jesse robbed a train in Black Rock once, so... he's right at home in this mission. Except, you know, for the century difference and whatnot. He's probably going to ignore the actual mission for the most part and focus on enjoying the desert, which he doesn't realize he misses but he does miss it. A lot. Do you want to take romantic walks with him? Or try to convince him to focus on what he's supposed to be doing? Or whatever?

Post-mission, he'll be timeline-fucked all the way back to the beginning of Season 2. So be prepared for some bad fashion and extreme stupidity and he'll have hair. Also he'll be even more of a shithead and very offensive, I apologize. He won't remember Exsilium at all.