You spent your youth as a mage on the ship of a dread pirate, a ruthless cutthroat who taught you how to survive in a world of sharks and savages. Whether your first 'spells' were simple legerdemain, sword-swallowing, or card-counting, you eventually did learn to use a few real spells, which have lent themselves to your life of larceny on the high seas and sending many deserving souls to a briny grave.

Fear, bloodshed, and great deceptions are no strangers to you, and you've garnered a somewhat unsavoury reputation in many a port-town.

Ability Scores: Any

Feat: Magic Initiate (Wizard)

Skill Proficiencies: Sleight of Hand and Arcana

Tool Proficiencies: Cartographer's Tools, Vehicles (Water)

Languages: As a sailor who has travelled among some rather unsavoury characters, you have picked up a few words in other languages. You know Common, Undercommon, Thieves' Cant, and one language of your choice.

Equipment: Choose A or B: (A) Dagger (x2), Cartographer's Tools, Book (journal), Waterskin full of some sort of alcohol, Traveler's Clothes, 15 GP; or (B) 90 GP

Suggested Characteristics

d10	Personality Trait
1	My friends know they can rely on me, no matter what.
2	I work hard so that I can play hard when the work is done.
3	I've read every book in the world's greatest libraries – or I like to boast that I have.
4	I'm convinced that people are always trying to steal my secrets.
5	The first thing I do in a new place is note the locations of everything valuable – or where such things could be hidden.
6	I don't believe in luck. I make my own luck.
7	I'm a born gambler who can't resist taking a risk for a potential payoff.
8	I fall in and out of love easily, and am always pursuing someone.
9	I enjoy sailing into new ports and making new friends over a flagon of ale.
10	I lie about almost everything, even when there's no good reason to.

d10	Ideal
1	Fairness. We all do the work, so we all share in the rewards. (Lawful)
2	Freedom. Chains are meant to be broken, as are those who would forge them. (Chaotic)
3	Aspiration. I'm determined to make something of myself. (Any)
4	Freedom. What a ship is is freedom — the freedom to go anywhere and do anything. (Chaotic)
5	Greed. I will do whatever it takes to become wealthy and powerful. (Evil)
6	Mastery. I'm a predator, and the other ships on the sea are my prey. (Evil)
7	Respect. The thing that keeps a ship together is mutual respect between captain and crew. (Good)
8	People. I'm loyal to my friends, not to any ideals, and everyone else can take a trip to the Locker for all I care. (Neutral)
9	Honour. I don't steal from others in the trade. (Lawful)
10	Friendship. Material goods come and go. Memories of good times and bonds of friendship last forever. (Good)

d10	Bond
1	I'm loyal to my captain first, everything else second.
2	I'll always remember my first ship.
3	The ship is most important – crewmates and captains come and go.
4	Somewhere out there, I have a child who doesn't know me or hasn't seen me in many years. I want to make the world better for them.
5	I come from a noble family, and I often pretend that could not care less about what becomes of my living relatives
6	I will become the greatest thief that ever lived.
7	A portion of my ill-gotten gains go to support my family.
8	I will become the greatest pirate you've ever seen.
9	In a harbour town, I have a paramour whose eyes nearly stole me from the sea.
10	I sold my soul for knowledge and power. I hope to do great deeds and win it back.

d10	Flaw
1	Once I start drinking, it's hard for me to stop.
2	Once someone questions my courage, I never back down no matter how dangerous the situation.
3	Most people scream and run when they see a demon. I stop to see if it has anything of value.
4	I overlook obvious solutions in favor of complicated ones.
5	I speak without really thinking through my words, invariably insulting others.
6	When I see something valuable, I can't think about anything but how to steal it.
7	If there's a plan, I'll forget it. If I don't forget it, I'll ignore it.
8	I have a "tell" that reveals when I'm lying.
9	I can't resist swindling people who are more powerful than me.
10	I'm too greedy for my own good. I can't resist taking a risk if there's money involved.