Sources
CR
Type
Size
Alignment
Movement

Ambitious Assassin

Small/Medium Humanoid, Neutral Evil

Armor Class 16 (studded leather)
Hit Points 91 (14d8 + 28)
Speed 40 ft., climb 40 ft.
STR
10
+0
DEX
18
+4
CON
15
+2
INT
18
+4
WIS
14
+2
CHA
16
+3
Saving Throws DEX +7, INT +7
Skills Deception +9, Perception +5, Stealth +10
Condition Immunities Charmed, Frightened
Senses blindsight 10 ft., passive Perception 15
Languages Common, thieves' cant, plus any one language
Challenge 5 (1,800 XP)

Traits

Legendary Resistance (2/Day). If the assassin fails a saving throw, it can choose to succeed instead.

Actions

Multiattack. The assassin makes two Poison Blade attacks.

Poison Blade. Melee or Ranged Weapon Attack: +7 to hit, reach 5 ft. or range 60 ft., one target. Hit:6 (1d4 + 4) piercing damage plus 5 (1d10) poison damage.

Reactions

Uncanny Dodge. When an attacker the assassin can see hits the assassin with an attack, the assassin halves the attack's damage against it.

Legendary Actions

Cunning. The assassin escapes nonmagical restraints and ends the grappled condition on itself, then moves up to its speed without provoking opportunity attacks.

Stab (Costs 2 Actions). The assassin makes one Poison Blade attack.

Vanishing Escape (Costs 3 Actions). The assassin creates a sudden distraction, such as a cloud of disorienting smoke or flash of dazzling light, filling a 10-foot cube within 5 feet of the assassin. Each creature of the assassin's choice in that area takes 9 (2d8) psychic damage, and the assassin has the invisible condition. This invisibility lasts until the end of the assassin's next turn.

Lore

Appropriate for tier 1 play (levels 1 to 4), the ambitious assassin is a Humanoid who might be a charming manipulator or a ruthless killer.