Connie
He'd kinda look down ashamed when he asked what his own skills were. He wished he could give a list of extravagant and super useful skills. But he was honest, sighing a bit 

"Combat, I can handle wild animals, maybe a bandit. I have no magic beyond my natural aptitude. However, working on the farm has left me with a lot if other skills ti make up for it. Woodworking for some repairs, finding, growing, and cooking food, caring for animals, hunting" He'd list a few things off after this, before looking over at Damien questionningly
Argelia
He thinks a moment, "You'll start as a Landsman like everyone else. From their you can join the Carpenter's Crew, or work one of the many other jobs. There's quite a lot really, " He says, handing him a leaf of paper, "Read through this, there's a lot to choose from."
Connie
"Woah..." He'd look over the paper, eyes trading and taking in each of the positions, just how many people he was potentially going to be working with.

"Happy to help however I can, it will be an honor to sail upon the Storied Envy"
Argelia
"Maybe in time you'll captain your very own ship, too." He says, "Our on-board teacher can help with all the particular skills you'll need for that, if you fancy it. As well as other educational needs."
Connie
"Captain my own ship...?" His face would show an amazed grin, before he'd give a small laugh, shaking his head "You're giving me too many dreams at once, my friend! One step at a time, I'm going to end up overwhelmed with possibilities"
Argelia
He laughs, before stopping the carriage outside Ivarstead, "I'll be but one moment.", he says before calling out to his horses, "Whoa!" He shouts, as the horses stop moving. He hops off the carriage and moves to the back, a bit of movement can be heard, before he exits, making his way to the Tavern in Ivarstead
Connie
As he did that, Darthan would take the chance to look over the horses. After all, Damien said that he'd be a moment, and someone should probably stay with the carriage. 

Hed be gently patting them, checking to see if their hooves needed to be scraped, giving them a bit of a makeshift brushing with his hands. While he was sure there was brushes and such in the carriage, he didn't want to be rude. 

"Beautiful creatures, you are..." He'd mutter, stroking their necks affectionately.
Troy
The horses with huff and neigh, but nothing much else
Argelia
He returns with a leather pouch, he places it in his carriage and returns to his seat, "Alright, next stop would be... Your mother's farm, I believe."
Connie
Climbing back up to his seat, hed nod in understanding. He was Curious about how his Ma would take the news. After all he'd just recently left, and he was already returning? Granted he was returning with news and a job, one that allowed him to venture across the world as he knew it

"It'll be coming up on our way to Windhelm, I'll let you know when we get close."
Argelia
He nods, he clicks twice and the horses start moving again, he did not say anything, he didn't feel there was much to say, other than a simple, "Alright, we'll be in that area soon."