Base Class: Rogue
As a Maverick, you've always had an unorthodox approach to solving problems and overcoming obstaclrs. You prefer to live life on the edge by taking big risks and breaking the rules - whether that's at the gambling table on in life. You have more luck and talent than most and usually end up on the winning side. You know that your luck will have to run out eventually, but that won't stop you from taking the risks needed to score a jackpot.
Gambler
When you choose this Archetype at 3rd level, you gain proficiency with all gaming sets. You also choose one type of gaming set for which your proficiency bonus is doubled for any ability check you make that uses that set.
Lucky Break
Starting at 3rd level, you have become adept at quickly turning failure into success. When you roll an ability check, attack roll, or saving throw that misses or fails, you have advantage on your first attack roll made before the end of your next turn.
Once you use this feature you can't do so again until you finish a short or long rest.
Poker Face
By 9th level, you have become a master of concealing your intentions and reading the tells of others. If you spend at least 1 minute observing or interacting with another creature outside of combat, you gain benefits for the length of 1 hour.
- The creature makes Charisma (deception) and Charisma (insight) checks that target you with disadvantage
- You have advantage on Charisma (deception) and Charisma (insight) checks that target that creature
- You notice if the creature attempts to cheat in a game of chance via any method
- At the DM's discretion, you might also discern that the creature is concealing a weapon, valuable, or other important object
Once you use this feature, you can't do so again until you complete a short or long rest.
Ace In The Hole
By 13th level, you have found a way to channel your luck when you need it most. When you use your Uncanny Dodge or Evasion features, you can choose to have advantage on an ability check or saving throw for 10 minutes.
Once you use this feature, you can't do so again until you finish a short or long rest.
Jackpot
Beginning at 17th level, you have become skilled at choosing the right time to take a calculated risk for the chance of a big payout.
When you make an attack roll against a target, you can choose to roll a d6 and add the results to the roll. If the result of the d6 is a 1, you miss the target, regardless of the actual result of the attack roll. If the attack hits and you roll Sneak Attack damage, roll a number of extra Sneak Attack dice equal to the result of the d6 roll.
You can use this feature a number of times equal to your Charisma modifier (minimum 1), and you regain all expended uses when you finish a long rest.