He chuckles at the square peg in a round hole comment. "Indeed. Which always seems a motivator to try to file off our edges."

To the place comment he nods. "I'm not entirely free of guild attachments, but I've made an effort to get things in my name in the event of separation. And store money away where they can't entirely keep track. My spending habits don't make inflated purchases unreasonable." Look he's a pirate with an aristocratic background; he knows how contracts and money work.