[quote=@Animus]
I'll make a master then. A homeless drunk beggar with a rude personality. He uses his first command seal to order his legendary hero to steal some wine from the local bar. He may or may not end up winning the war but most definitely succeeds in pissing his own servant off as well as confusing every other master/servant in the war through his erratic decision making.
[/quote]

Given that this guy probably won't have mana of his own, it'll mean that his Servant would need to resort to other means to replenish their mana such as killing and draining civilians. It's an interesting idea and would work if he was paired with a less scrupulous Heroic Spirit or at least someone willing to go along with his bullshit.

I mean it worked with Ryonosuke and Caster in Fate/Zero so why not here?

If we end up with not enough Masters for the number of servants we have I don't mind doubling up and making a Master for someone.