Victor has lost an eye and had a foot chopped off, a fang partially shattered, there's a bullet lodged in him somewhere and he has who knows how many soft tissue scars. He masks it well, but taking the active role in leading his men forces him to push through a lot of pain.

He's wealthy and feared enough that, if he wanted, he could delegate the entire "business end" of his empire, buy a manor somewhere and spend his days relaxing while the money rolls in. But Victor has done that before. He always gets knocked back to square one.

He's always been pushing through pain, and resting on his laurels is only ever a temporary respite, so with the wealth and power he's accrued he's resolved to find a treasure that will make his pain a little more bearable.

If he must sail the seas of time forever, he will do so on a ship of his choosing.

Second part of the sketch page by  Krysiilys