Gambler

You’ve lived your life on the edge, where every roll of the dice could bring you fortune or ruin. As a Gambler, you’ve mastered the art of risk-taking, turning the tables of chance into your greatest weapon. Whether in the heat of battle or at the gaming table, you thrive when the odds are stacked against you.

credit to Game Masters Domain

Dealers Choice

When you choose this archetype at 3rd level, you gain proficiency with a chosen gaming set and the Deception or Sleight of Hand skills.

Place your Bets

Additionally, at 3rd level, you learn to strategize and assess your risks in and out of combat. You gain a number of “Chips” equal to your Charisma modifier plus 1 (minimum of 1) during games. You can bet these chips whenever you make an attack roll, ability check, or saving throw, gaining benefits to your roll on a success or penalties on a failed bet. Additionally, if you are rolling with advantage, you choose which d20 is used for the bet.

All unused rewards and penalties are lost when you finish a short or long rest. You regain all chips when you finish a short or long rest.

 

Lucky Number Table

Roll Type	Reward	Penalty
Even/Odd	Add your Charisma modifier to your next roll	Subtract your Charisma modifier from your next roll
Under 10	Subtract your Charisma modifier from the next attack roll made against you	Add your Charisma modifier to the next attack roll made against you
Over 10	Add your Charisma modifier to your AC until the start of your next turn	Subtract your Charisma modifier from your AC until the start of your next turn
1-5	Your roll is considered a critical success	6-15: Nothing, 16-20:You loose one additional chip
16-20	Immediately make a weapon attack with advantage against a creature in range	6-15: Nothing, 1-5: Your roll is considered a critical failure

Lucky Streak

At 9th level, your luck allows you to temporarily increase your odds of success. Once per turn, when you fail an attack roll, ability check, or saving throw, you can choose to expend one of your chips to roll an additional d20, taking the highest roll and adding your Charisma modifier to the total.

You can use this ability a number of times equal to your Charisma modifier (minimum of 1) per long rest.

Fortune Favors Me

At 13th level once per turn, when you make a bet, you can choose to expend one additional chip to add or subtract your charisma modifier from the die roll after you roll the die.

Additionally, when you roll a natural 20 on an attack, ability check, or saving throw, you regain all expended chips and gain advantage on your next roll.

All or Nothing

At 17th level whenever you deal sneak attack damage to a creature, you can expend all remaining chips to double the damage of your sneak attack against the creature.

Additionally, when you succeed on a bet, you can expend an additional two chips to choose the number of your next die roll.

Once you use this feature, you cannot use it again until you finish a long rest.