Luck! Everyone loves being lucky. I know I do. Even if I roll like garbage, I'd like to have the feeling of being lucky. This was converted from a Pathfinder rogue archetype of the same name that you can find here! If you like Pathfinder, I highly suggest getting Drop Dead Studios' stuff. Love all of it.
Roguish Archetype (Lucky Bastard)
While other rogues might be the best in the business, with their “skills” and their “talents”, you’re different. All your success? Everything that got you to this point? Pure, unfiltered luck.
But, hey, your luck hasn’t run out yet.
Beginning when you choose this archetype at 3rd level, your luck is measured in Fortune Points, which is equal to your rogue level. You can spend these points to fuel various abilities, as detailed below. Spent Fortune Points are regained at the end of a long rest.
Extraordinary Circumstances. Whenever you roll a 1, you may spend 2 Fortune Points to turn it into a 19 once per round.
Glancing Hit. When you miss with an attack roll, you may spend 1 Fortune Point to add 1d6 to the roll as a reaction. You may use this after knowing the results of the roll.
Negate Misfortune. Whenever you have disadvantage, you may spend 2 Fortune Points to negate it entirely.
The Gambling Man
At 9th level, you know how to go all-in.When you hit with an attack roll, you may spend 4 Fortune Points to spin the wheel of luck. Flip a coin. On a heads, you deal maximum damage with your attack. On a tails, your hit becomes a miss.
Starting at 13th level, if you would be reduced to 0 hit points, you may spend 5 Fortune Points to instead be set to 1 hit point as a reaction.
At 17th level, you realize that fortune was on your side all along. Whenever you have advantage, you may roll three times instead of two and select the best roll.
A man of few talents but many words, Pip began his foray into tabletop when he was a wee child and continues even now as a wee adult. He writes primarily for his preferred system: Dungeons and Dragons Fifth Edition!