Prince Zachary Chan

Born as the middle child of the Chan dynasty, Zachary inherited a precarious position between his younger sister Sarah's imperial throne and his brothers Steven and Eric's various pursuits. Rather than contest for direct power, the ambitious elf recognized that true influence flows through shadow networks and carefully orchestrated alliances. He cultivated relationships with the High Table's most influential members, gradually ascending to the position of vice chairman through a combination of blackmail, strategic marriages, and demonstrated competence in managing the underworld's most complex operations. His elevation to nobility within the criminal hierarchy was cemented when he proved capable of mediating disputes between warring factions without requiring bloodshed that would threaten civilian populations—a rare talent that made him invaluable to the organization's long-term interests. Zachary's true genius lies in his understanding that legitimate power and shadow governance need not conflict; instead, they can reinforce one another through careful orchestration. He commands the ninja clans with an iron will, transforming them from scattered assassins into a unified force that serves as the High Table's enforcer and the Thornwood Corporation's private army. His sister's empire flourishes under his protection, enriched by Thornwood's advanced technology while secured from internal rebellion by the ever-present threat of the world's most lethal assassins. Every crime syndicate operating within his territory knows the rules: pay tribute on time, avoid unsanctioned violence against civilians, and maintain operational security, or face annihilation. Through this delicate balance of corruption, intimidation, and mutual prosperity, Zachary has ensured that neither his family nor his organization will ever face the chaos of civil war—a stability purchased with blood, silence, and the careful manipulation of those who believe themselves to be in control.

Strength

14, modifier 2

Dexterity

20, modifier 5

Constitution

20, modifier 5

Intelligence

18, modifier 4

Wisdom

16, modifier 3

Charisma

22, modifier 6

Shadow Strike

Make a melee attack with a dagger. On hit, deal 3d6 + 5 piercing damage and 2d6 necrotic damage.

Command Assassins

Summon 2d4 ninja assassins to attack enemies. They act on Zachary's initiative.

Royal Decree

Force one creature to make a DC 20 Wisdom saving throw or be charmed for 1 minute.

Tribute Collection

Choose one target within 60 ft. to take 4d10 psychic damage if they owe tribute.

Ninja Ambush

Teleport to a shadow within 30 ft. and make a surprise attack with advantage.

Imperial Intimidation

All creatures within 30 ft. must succeed on a DC 20 Wisdom saving throw or be frightened for 1 minute.

Shadow Governance

Zachary can manipulate shadows to gain advantage on stealth checks.

Royal Authority

Zachary can issue commands that compel obedience from lesser beings.

Ninja Command

All ninja clans under Zachary gain +2 to attack rolls and damage.

Tribute Enforcer

Zachary can sense when tribute is unpaid within his territory.

strength

10

dexterity

12

constitution

12

intelligence

11

wisdom

10

charisma

13

Shadow Manipulation

Zachary can teleport up to 60 ft. to an unoccupied space he can see.

Assassin's Call

Zachary can summon 1d4 ninja assassins to attack as a reaction.

Royal Command

Zachary can force a creature to reroll a saving throw and take the lower result.

Poison

Psychic

Charmed

Frightened