SO, how the hell did Leland ended up accompanying Lance here? Well, first, let's start with him thinking of how to solve the top problem he had right now. Which was preventing his highness from telling the public about the current mission of Fenris Squad. He could already foresee how things would turn out if that happened.
It would make things too troublesome. One of the main reasons why their army could pull off a lot of dangerous missions was because the enemy wasn't expecting them. The public perception of their army being just a place filled with misfits helped in that regard.
But his highness' plan was about to completely change that.
If their army was put on the spotlight and people's perception of them changed, there were not much pros and too much cons for them for Leland to even consider it. They would be considered as a proper army. And yes, that's definitely a con.