Lucky Gambler

Gambling go brrrr

The House

You gain 1 additional game proficiency of your choice.

You gain proficiency and expertise on deception amd and persuasion if you dont already have it.

Coin Flip

Starting at 3rd level, you can use a reaction at any time when someone chooses to roll, to choose a target and flip a coin (prof+cha mod times per long rest). on heads the target adds 1d8 to their next roll (including damage rolls), on tails 1d8 is subtracted from the targets next roll.

At 10th level flip the coin with advantage.

Roguish charm.

Starting at 3rd lvl you may choose as many bard cantrips as your Cha modifier for your character and switch them out with each lvl.

At 6th lvl you made take 1 1st lvl bard spell. At 12th lvl take 1 2nd lvl bard spell.

 

Life Gambler.

Starting at 6th lvl Once per long rest when you challenge someone to a game you are proficient in you can now gamble your hp vs theirs. The winner recieves the losers hp as temporary hp. When using this ability if someone loses on purpose they lose the hp and the winner receives none. 

Charmed attack

Starting at 9th level, if you use sneak attack on a charmed target you may add an additional damage die to your sneak attack.

Starting at 12th level you may add 2 additional damage dies instead of one.

Pick a Card

By 13th level, you have learned the magic behind playing cards.

Draw a card from a deck as a bonus action. The suit determines the effect. (You may also roll a d4)

(You may use this effect a number of times equal to your proficiency modifier per long rest)

Spades (1): You may add 1d6 to your next ability check or saving throw.

Clubs (2): You have advantage on your next roll.

Diamonds (3): 1 CP is added to your inventory.

Hearts (4): At any point within the next 10 minutes you can cast healing word as a bonus action or reaction without a spellslot or knowing the spell.

 

Alternatively you may use 3 uses of this ability to simply chose a card.

Liars bane

When you reach 17th level, you have become adept at reading people and can no longer roll below a 10 on insight checks.

Also if someone lies to you in combat you automatically get to roll insight against their deception and on a success get to attack with a sneak attack as a reaction even if you have disadvantage. You may also do this for free once per long rest.