Dealer

3rd-level Gambler feature

You gain proficiency with the Playing Card Set and one other gaming set of your choice.

Wager

3rd-level Gambler feature

Once per turn, before you make an attack against a creature you can decide to wager their fate. Flip a coin and based off its outcome you gain the following effects:

Heads. You gain advantage on the attack roll and your Sneak Attack deals 50% more damage (rounded up).

Tails. Your Sneak Attack deals half its normal damage (rounded down).

The effects of this feature last until the start of your next turn.

Stacked Deck

9th-level Gambler feature

As a bonus action, you can draw a card from a Playing Card Set to receive a random effect. Once a card has been drawn, its effect is applied the next time you successfully use Sneak Attack. Roll a d4 to determine which card is drawn:

Clubs (1) The target’s speed is halved until the start of your next turn.

Diamonds (2) The target has disadvantage on the next saving throw they make.

Hearts (3) You gain a number of Temporary Hit Points equal to your Rogue level.

Spades (4) The target has disadvantage on the next attack roll they make.

Once a card has been drawn you have 1-minute to use it. If you use this feature again any unused card becomes nullified. You can use this feature a number of times equal to your Proficiency Bonus, regaining all expended uses when you finish a long rest.

Lady Luck’s Blessing

13th-level Gambler feature

Whenever you make an attack roll, ability check, or a saving throw, you can give yourself advantage on the roll. You must use this feature before knowing the outcome of the roll. Additionally, if a hostile creature hits you with an attack, you can force them to reroll their attack.

You can use this feature twice, regaining all expended uses when you finish a short or long rest.

All In

17th-level Gambler feature

When you use Wager you can now bet all of your Sneak Attack. If the coin lands on Heads your Sneak Attack now deals double the damage, instead of 50% more.