Gambler

In the shadowed alleys and dimly-lit gambling dens of the world, there exists a breed of rogue unlike any other. Through a combination of razor-sharp wit, keen observation, and a dash of sheer audacity, these gambling rogues always manage to tip the scales in their favor. While others may rely on calculated odds or divine blessings to reassure them in the face of chance, the Gambler Rogue is determined to forge their own fortune. With a knowing smirk and a flick of the wrist, they turn seemingly impossible odds into everyday occurrences, morph setbacks into opportunities, and change losses into victories. Whether it’s a daring heist, a high-stakes duel, or a casual game of chance, the Gambler Rogue thrives where uncertainty reigns, proving that in a world of chaos, true mastery lies in making one’s own luck.

Cunning Gambit

You can change fate with a risky gamble. When you make an attack roll or ability check, you can choose to gamble on the outcome You must choose to do so before the roll, and you can replace a roll in this way only once per turn. Roll a d4:

• On a roll of 1 or 3, the result is a failure.
• On a roll of 2 or 4, the result is a success.

If the result is a success and is an attack roll, it is considered a critical hit.

 You can use this feature twice, regaining all expended uses when you finish a long rest or one when you roll a 20 on the d20 of an attack roll.

Gambler's Edge

Like a gambler reading the table, you adapt your skills to fit the moment. After a short or long rest, you focus on one talent, gaining its benefits until your next rest. Changing talents replaces the previous benefit.

• Ace Up Your Sleeve: Your nimble fingers allow you to manipulate objects with extraordinary skill.
• You have advantage on Dexterity (Sleight of hand) checks.

• Poker Face: Your conversational skills let you deceive others with ease.
• You have advantage on Charisma (Deception) checks.

• Read the Room: Your keen insight allows you to read others' thoughts and emotions.
• You have advantage on  Wisdom (Insight) checks.

Ace Up Your Sleeve

Your nimble fingers allow you to manipulate objects with extraordinary skill.

Your nimble fingers allow you to manipulate objects with extraordinary skill. You have advantage on Dexterity (Sleight of hand) checks.

Poker Face

Your conversational skills let you deceive others with ease.
You have advantage on  (charisma) Deception checks.

Read the Room

Your keen insight allows you to read others' thoughts and emotions. You have advantage on  Wisdom (Insight) checks.

Fortune's Favor

You’ve learned to capitalize on moments when luck is on your side, striking with precision when the odds are in your favor. When you have advantage on an attack roll, your attack scores a critical hit on a roll of 18-20.

All In

When the stakes are at their highest, you risk everything on a daring gamble. When you are reduced to 0 hit points, you can expend a use of Cunning Gambit as a reaction and roll a d4:

• On a roll of 2 or 4, you defy the odds, regaining hit points equal to twice your rogue level. As part of this reaction, you can make one weapon attack with advantage, retaliating with unparalleled resolve.
• On a roll of 1 or 3, your gamble fails, and you gain one failed death saving throw.

Master Gambler

Your expertise in manipulating fate has reached its peak, allowing you to bend fortune more reliably. When you use your Cunning Gambit or High Stakes feature, you succeed on a roll of 2, 3, or 4. If the result is a success and it is an attack roll. Additionally, you can now use Cunning Gambit three times per long rest.