Life is a game of chance, and no one knows that better than you. Whether in the back alleys of bustling cities, the grand halls of noble casinos, or the shadowy dens where fortunes are won and lost with a single roll of the dice, you have lived by luck, wit, and instinct.

Perhaps you were a hustler, mastering the art of deception to rig the odds in your favor. Maybe you were an honest risk-taker, trusting your gut and riding the highs and lows of fate. Either way, you've learned that every hand dealt is an opportunity—if you’re clever enough to play it right.

Some call you reckless. Others call you lucky. But deep down, you know that luck is just another name for skill in disguise. Now, whether you're seeking fortune, fleeing a debt, or chasing the ultimate wager, the world is your table, and you're ready to go all in.

Skill Proficiencies: You have proficiency in Deception, Insight, and Sleight of Hand.

Tool Proficiencies: One gaming set and Thieves’ Tools.

Languages: You speak common and any 2 others of your choice.

Equipment: Two gaming sets of your choice, a deck of marked playing cards, a lucky coin that you swear always lands in your favor, a stylish but well-worn gambler’s coat with hidden pockets for stashing valuables, a set of Fine Clothes tailored to make you look like a high roller, a small ledger filled with debts, bets, and a list of people who owe you or who you owe, a concealed dagger for when luck runs out, a pouch containing 15 gold in assorted casino chips and foreign currency, and a book containing how to cast minor illusion, and a silver flask engraved with the words “Better Luck Next Time.”

Spell List

Spell Level	Spells
Cantrip	minor illusion

Suggested Characteristics

Some gamble out of necessity. Others do so out of boredom. Still others become addicted to the thrill of winning or losing everything on a turn of fortune. For some, gambling is less a matter of chance and more a matter of seeking every advantage to ensure the outcome. The best gamblers can lose everything, and the worst gamblers sometimes win. Regardless, you can always tell gamblers by the look in their eyes.

d7	Personality Trait
1	I never make a bet I haven’t already figured out how to win.
2	Every coin flip is a chance to change my fate, and I take every one.
3	Luck is always on my side—if I lose, it just means a bigger win is coming.
4	I refuse to part with my money unless I know I’ll get double in return.
5	Strategy is for the weak—real winners trust their instincts.
6	I don’t stay in one place for long; too many people want their money back.
7	I tell myself I’ve walked away from gambling, but deep down, I know I’ll never quit.

d6	Ideal
1	Knowledge. The key to winning is knowing what others don’t. (Any)
2	Destiny. Every roll of the dice is already decided by fate. (Lawful)
3	Daring. Playing it safe is just another way of losing slowly. (Chaotic)
4	Survival. A gambler who knows when to walk away lives to bet another day. (Any)
5	Loyalty. Someone once gave me a chance, and I’ll repay that tenfold. (Good)
6	Victory. The only thing that matters is winning—by any means necessary. (Evil)

d5	Bond
1	A powerful debtor owes me a fortune, and I need them alive to collect.
2	The person who taught me to gamble is the only one I truly trust.
3	Someone once dragged me out of ruin, and I owe them more than money.
4	A mysterious patron backed my biggest bet—I still owe them for it.
5	A mysterious entity stole everything from me in a single dice roll.

d6	Flaw
1	I swear I have a system for winning, but I’m terrible at numbers.
2	I act like I’ve reformed, but I secretly think I’m better than everyone else.
3	I’ll take any risk for a shot at a big score—even if it’s reckless.
4	I always assume things will get worse before they get better.
5	I never know when to walk away, no matter how bad the odds.
6	I’ve burned so many bridges, I don’t expect anyone to trust me.