Roldo Madleth
Bailiff
Bailiff Roldo Madleth serves as the enforcer of Twilight Falls, overseeing law and order—though his version of "justice" often favors the interests of Mayor Robleth Tyne and his merchant backers. A man of brute force and practical cunning, Madleth rules with an iron grip, ensuring that taxes are collected, troublemakers are silenced, and Tyne’s grip on the village remains unchallenged. His presence looms large in the village square, where his bailiff’s hall stands like a watchful sentinel over the people of Twilight Falls.
"Merchants get robbed, travelers go missing, and yet you stand here asking me foolish questions. Best find yourself some safer curiosity."
Physical Description
- Build: Broad-shouldered and heavyset, built for intimidation and violence
- Hair & Eyes: Close-cropped brown hair, with dark, beady eyes that narrow in suspicion
- Attire: A stiff leather jerkin, steel badge of office, and a heavy wooden club hanging from his belt
Personality & Traits
- Authoritative Bully – Maintains order through threats and physical force
- Loyal to Power – His allegiance lies with Robleth Tyne and the merchant factions
- Greedy Opportunist – Extorts travelers, merchants, and peasants under the guise of taxes
- Brutal but Calculating – Knows when to be violent and when to be diplomatic, playing both sides when needed
History & Background
Once a seasoned caravan guard, Roldo climbed the ranks through ruthless efficiency and a keen understanding of power. When Robleth Tyne took office, he needed someone who could keep the town in line while ensuring the merchant network’s prosperity. Madleth fit the role perfectly, silencing dissenters, breaking strikes, and crushing opposition with swift brutality. His tenure has seen a steady rise in extortion and corruption, though he maintains a careful balance—enough cruelty to keep order, but not enough to incite rebellion.
"Twilight Falls ain't lawless… not while I draw breath. But if you're looking for trouble, I won’t waste my breath warning you."
Motivations & Political Relationships
- Robleth Tyne (Mayor of Twilight Falls) – Serves as Tyne’s enforcer, keeping opposition in check
- Tyne Timber & Trade Merchant Network – Ensures that Verbobonc’s wealthy merchants are protected
- The Gnarley Rangers & Druids – Views them as troublemakers, often ordering crackdowns
- Mounted Borderers – Respects their prowess but resents their outside authority
- Elves of the Gnarley Forest – Blames them for interfering in business and spreading dissent
- Merchants & Caravans – Collects “taxes” and protection fees, occasionally extorting travelers
History & Background
Born into a modest family of caravan guards, Roldo learned early that power is taken, not given. As a youth, he worked as a mercenary escorting traders along the Forest Road, learning to fight dirty and extract coin from those who couldn’t defend themselves. His ambition and ruthlessness caught the attention of Robleth Tyne, who saw in him the perfect enforcer to maintain his hold over Twilight Falls.
Roldo was appointed Bailiff under Mayor Tyne’s administration, where he quickly reshaped the role into his own personal fiefdom. Instead of maintaining law and order, he became the village’s chief extortionist, ensuring that Tyne’s interests remained protected while skimming a portion of the wealth for himself.
However, Roldo’s reputation took a serious hit when he was soundly beaten by Norga Half-Orc in a public confrontation. The humiliation has left him seething, making him even more volatile and eager to prove himself through excessive brutality.
"You think you’re clever? I’ve thrown clever men into the stocks, and I’ve buried the ones who thought they were cleverer than me."
Political & Mercantile Relationships
Roldo is deeply entrenched in the power struggles of Twilight Falls, using his position to reward allies and punish enemies. Though officially the enforcer of law, Roldo Madleth operates more as the strong arm of Twilight Falls’ corrupt elite. His alliances and rivalries shape the power dynamics within the village, ensuring that money and influence, not justice, dictate the rules. While he controls the streets, his true loyalty is tied to those who pay him, making him both a dangerous adversary and a valuable asset—for the right price.
- Robleth Tyne (Mayor of Twilight Falls) – Acts as Tyne’s enforcer, ensuring that opposition is kept in check.
- Tyne Timber & Trade Merchant Network – Ensures the interests of Verbobonc’s wealthy merchants are protected.
- The Gnarley Rangers & Druids – Sees them as troublemakers and often orders crackdowns on their activities.
- Mounted Borderers – Though he respects them, he considers them an inconvenient outside authority.
- Elves of the Gnarley Forest – Views them with outright suspicion, blaming them for interfering in business matters.
- Merchants & Caravans – Collects “taxes” and protection fees, occasionally extorting travelers.
Bailiff’s Duties & Corrupt Practices
Though officially the law in Twilight Falls, Roldo operates more like a crime lord than a true officer of justice.
Law & Order (or Lack Thereof)
- Enforces Tyne’s rule through fear rather than fairness.
- Punishes those who speak against the mayor or his merchant backers.
- Lets the wealthy buy their way out of trouble while making examples of the poor.
Taxation & Extortion
- Caravan Tolls: Forces traders and travelers to pay protection fees.
- Weapon Licensing Fees: Charges adventurers 1 gp per visible weapon.
- “Security” Fees: Demands 10-50 gp from caravans to ensure “safety” from mysterious bandit attacks.
- Bribes for Freedom: Any prisoner with enough coin can buy their way out of his cells.
"My deputies keep the peace… and if they don’t, I make sure they remember who they answer to."
Use of Force
- Quick to violence, often using his wooden club to make a point.
- Uses his guards as thugs, sending them to intimidate dissenters.
- Orders public punishments in the village square to maintain control.
Adventure Hooks & Conflicts
Roldo’s position, corruption, and alliances make him a perfect foe or reluctant ally for adventurers passing through Twilight Falls.
1. The Bailiff’s Wrath (Low-Level PCs, Levels 1-5)
Roldo sees the adventurers as troublemakers and tries to extort or intimidate them. If they resist, they may find themselves hunted by his men or thrown into his cells.
2. Smuggling & Corruption (Mid-Level PCs, Levels 5-8)
A rival merchant offers the adventurers evidence of Roldo’s corruption, hoping to remove him from power. But Roldo has powerful allies, and the party may be forced into a deadly game of politics and blackmail.
3. Assassination Attempt (High-Level PCs, Levels 8-12)
Rumors swirl that the Gnarley Rangers and Druids plan to eliminate Roldo for his brutal suppression of the forest’s protectors. Will the adventurers warn him, help remove him, or take advantage of the chaos?
4. The Fall of Twilight Falls (Epic-Level PCs, Levels 12-15)
As tensions boil over between merchants, druids, elves, and the people of Twilight Falls, Roldo becomes the key figure in determining the village’s fate. Will he cling to power, die in disgrace, or be overthrown by a new order?
Conclusion
Bailiff Roldo Madleth is the iron fist of Twilight Falls, a brutal enforcer whose loyalty to Robleth Tyne and Verbobonc’s merchant elite makes him both dangerous and deeply entrenched in the town’s corruption. Whether the adventurers oppose him, manipulate him, or bring about his downfall, he remains a formidable figure in the evolving power struggles of the region.
Personality Characteristics
Vices & Personality flaws
Why Lawful Evil?
- Lawful: Roldo follows a strict hierarchy and enforces the laws of Twilight Falls—but only in a way that benefits the powerful. He is loyal to Robleth Tyne and Verbobonc’s merchant elite, ensuring their rule is upheld through brutal enforcement, taxation, and suppression of opposition.
- Evil: He is ruthless, corrupt, and cruel, using his position to exploit, extort, and intimidate both locals and travelers. He has no moral qualms about violence, false imprisonment, or using the law as a tool of oppression. While he doesn’t engage in mindless slaughter, he will crush those who stand in his way without hesitation.

"I’ve seen bandits, cultists, and worse come through these streets. You’ll understand if I don’t greet every stranger with a smile."
Bailiff Roldo Madleth
Medium humanoid (human), Lawful Evil
Armor Class 16 (chain shirt, shield)
Hit Points 52 (8d8 + 16)
Speed 30 ft.
STR | DEX | CON | INT | WIS | CHA |
---|---|---|---|---|---|
16 (+3) | 12 (+1) | 14 (+2) | 11 (+0) | 12 (+1) | 14 (+2) |
Saving Throws Str +5, Wis +3
Skills Intimidation +5, Persuasion +4, Athletics +5, Insight +3
Damage Resistances Bludgeoning (while wearing armor)
Senses Passive Perception 11
Languages Common
Actions
Multiattack. Roldo makes two melee attacks.
Heavy Club. Melee Weapon Attack: +5 to hit, reach 5 ft., one target. Hit: 8 (1d10+3) bludgeoning damage. If the target is a civilian or restrained, they take an additional 3 damage.
Heavy Crossbow. Ranged Weapon Attack: +3 to hit, range 100/400 ft., one target. Hit: 9 (1d10+1) piercing damage.
Bully’s Grip (Recharge 5–6). Roldo attempts to grapple a creature within reach. The target must make a DC 13 Strength (Athletics) or Dexterity (Acrobatics) check or be restrained until the end of their next turn.
Reactions
Tyrant’s Authority. When a creature within 30 feet makes an attack against one of Roldo’s guards, he can use his reaction to give the guard advantage on their next attack roll.
Roldo Madleth’s Deputies
(CR 2 each, Lawful Evil)
Medium humanoid (human), Lawful Evil
Deputy Brann Murdock – The Enforcer
A heavyset thug who enjoys intimidating villagers and breaking up fights—usually by starting them.
- AC 15 (studded leather, shield)
- HP 34 (4d8+16)
- Speed 30 ft.
- STR 15 (+2), DEX 12 (+1), CON 14 (+2), INT 10 (+0), WIS 11 (+0), CHA 12 (+1)
- Skills Athletics +4, Intimidation +4
- Actions
- Mace. +4 to hit, 1d8+2 bludgeoning.
- Shove Around. As a bonus action after a melee hit, Brann can push a target 5 ft.
Deputy Duncan Arlow – The Marksman
A wiry, sharp-eyed guard who handles ranged support and prefers to stay out of direct fights.
- AC 14 (leather armor)
- HP 28 (4d8+8)
- Speed 30 ft.
- STR 11 (+0), DEX 16 (+3), CON 12 (+1), INT 10 (+0), WIS 12 (+1), CHA 10 (+0)
- Skills Perception +3, Stealth +4
- Actions
- Shortsword. +5 to hit, 1d6+3 piercing.
- Heavy Crossbow. +5 to hit, 1d10+3 piercing, range 100/400 ft.
- Quick Shot (Recharge 5–6). Can fire two crossbow bolts in one action.
Deputy Garret Vann – The Schemer
A corrupt, smooth-talking officer who handles bribes and “negotiations” with travelers and merchants.
- AC 13 (padded armor)
- HP 30 (4d8+12)
- Speed 30 ft.
- STR 12 (+1), DEX 14 (+2), CON 14 (+2), INT 12 (+1), WIS 11 (+0), CHA 15 (+2)
- Skills Deception +5, Persuasion +4, Sleight of Hand +4
- Actions
- Dagger. +4 to hit, 1d4+2 piercing.
- Poisoned Blade. Once per short rest, can deal 2d6 poison damage on a hit.
- Bribe & Threaten. Once per short rest, can force a creature to make a DC 13 Wisdom save or be frightened for 1 minute if they refuse a bribe.
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