Gambler

You've been taking chances your entire life. Maybe you are were a prolific Gambler who won (or lost) all their money at a local casino, maybe you born into a wealthy merchant family and learned when to take your chances on something of value, maybe you were just blessed by a god of luck. No matter what challenges life throws your way you can always trust your luck and intuition to get you through it.

Gambler's Intuition

Starting at 3rd level, you can momentarily focus your attention on an enemy attempting to anticipate their next move. As a bonus action, you can make a Wisdom (Insight) check contested by a creature’s Charisma (Deception) check, on a success you gain advantage on your next attack roll against them. You must be able to see the creature.

Read the Room

When you choose this archetype at 3rd level, you gain proficiency in Insight and Perception.

Blackjack

When you successfully land an attack on a creature in which you would add Sneak Attack you can choose to invoke a magical Blackjack duel, you and the creature hit play a game of blackjack. Both you and the creature hit by the attack roll 2 d12's and total the values. Whomever gets closer to the number 21 wins. You and the creature can choose to roll a 3rd d12 and add it to your total in an attempt to get closer to 21. If your total goes over 21 you automatically lose. An exact 21 is an automatic win for either you or the creature hit by the attack. 

If you win your number of Sneak Attack dice is doubled. If you should tie the attack goes through as normal and you add Sneak Attack dice with no modifiers. If you lose you can not add Sneak Attack dice to the hit.

You can use this feature a number of times equal to your Wisdom Modifier (Minimum +1) and recover all expended uses at the end of a long rest.

Poker Face

You have the uncanny ability to hide your emotions from magical inquiry and in the most dire of situations. You have advantage on Deception checks. Additionally, you are immune to magic that allows other creatures to read your thoughts or determine whether you are lying.

Loaded Dice

Upon reaching level 17 in this archetype and when you finish a long rest, you magically receive two "loaded dice" which automatically roll 20's. After you roll a d20 you can choose to replace any one of your rolls with the 20 from your loaded dice, expending the die.

Each loaded dice roll can be used only once. When you finish a long rest, you lose any unused loaded dice.