How about a way for a rogue to make a second sneak attack ? Let’s do it!
You know how to make it hurt. When taking the attack action, can take a second attack, and already used your sneak attack ability that round, you can give yourself disadvantage on the second attack to make it a sneak attack. You can perform this second sneak attack even though you have disadvantage.
How about a monastic tradition based on TMNT?
Way of the Ninja
Ninjas are masters of disguise, subterfuge, and stealth. The operate in broad daylight or under the cover of darkness with the goals of observation, infiltration, and assassination.
Mastery of skills
Starting when you choose this tradition at 3rd level, you gain the expertise ability as a rogue. You apply the expertise ability to your Dexterity(stealth), Dexterity(acrobatics), and Charisma(deception) checks.
At 6th level, you gain the rogue’s sneak attack ability as a rogue two levels lower than yourself. You may only use this with weapons a monk is proficient with.
One with the Shadows/One with the Crowd
Beginning at 11th level, you can move from shadow the shadow undetected or unseen in a crowd, but must choose one. If you are One with the Shadows, if you start your turn hidden and in an area of lowed viability, you are invisible until the start of your next turn allowing you to freely move from dark location to dark location undetected. You are only invisible to creatures you started your turn hidden from. Also, modes of seeing such as blindsight and truesight will still detect you. If you are One with the Crowd, you gain advantage on all Charisma(deception) checks and advantage on all Dexterity(stealth) checks made while among a group of non-combatants to become hidden.
The Killing Darkness
At 17th level, you gain the ability to make more then one sneak attack per round. For each sneak attack you perform in a round, you may pay 4 ki points to perform an additional sneak attack that round.
I watched the TMNT movie Friday night. It was bad but did make me think about a few new monk ideas…
How about this ki feature
You can spend 1 ki point to double your proficiency bonus to Charisma(performance), Dexterity(acrobatics), Dexterity(stealth), Strength(athletics), Wisdom(perception), and Wisdom(survival) checks for one check or one turn, whichever is longer .
I think the assist action is under used. Let’s feat it up!
It never hurts to help!
Benefit(s): When you successfully use the Aid Another action to assist an ally, the bonus is +3 instead of the normal +2.
Been thinking of the monk, and thought of a new ki feature
Wisdom of the Ages
You can spend 1 ki point to take the Assist action as a bonus action on your turn.
You can tell I’ve been stuck on shields for the last bit. Not sure why, but I have been. Let’s keep going with a Pathfinder feat for Shields.
You shield is a deadly weapon in your hands.
Prerequisite: Shield Proficiency
Benefit: When you perform a shield bash, increase the damage dealt by the shield by one die. As an example a d6 damage would becomes a d8 damage. If something modifies the shields damage like enchantment bonuses or changing damage type, this feat still applies.