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Charlatan
Legacy
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Backgrounds
Player’s Handbook (2014)
a born gambler who can’t resist taking a risk for a potential payoff.
5
I lie about almost everything, even when there’s no good reason to.
6
Sarcasm and insults are my
there, I have a child who doesn’t know me. I’m making the world better for him or her.
4
I come from a noble family, and one day I’ll reclaim my lands and title from those who
Backgrounds
Baldur’s Gate: Descent into Avernus
want.
4
I’m a born gambler who can’t resist taking a risk for a potential payoff.
5
I lie about almost everything, even when there’s no good reason to.
6
Sarcasm and
.
3
Somewhere out there, I have a child who doesn’t know me. I’m making the world better for him or her.
4
I come from a noble family, and one day I’ll reclaim my lands and
Backgrounds
Guildmasters’ Guide to Ravnica
a member of a cult devoted to an ancient demon who delights in violence and chaos. It just so happens that Rakdos loves a good show, and your highest aspiration is to please the Defiler, the Lord of
law-abiding citizens of Ravnica.
Personality Traits
d8
Personality Trait
1
I revel in mayhem, the more destructive the better.
2
When violence breaks out, I lose myself in
Compendium
- Sources->Dungeons & Dragons->Divine Contention
.
Use the Spellcaster sidekick stat block to represent her.
Personality. “I can’t resist a sure bet or a friendly wager.”
Ideal. “The more complicated the scheme, the better.”
Bond. “I love
Compendium
- Sources->Dungeons & Dragons->Storm Lord’s Wrath
.
Use the Spellcaster sidekick stat block to represent her.
Personality. “I can’t resist a sure bet or a friendly wager.”
Ideal. “The more complicated the scheme, the better.”
Bond. “I love
Compendium
- Sources->Dungeons & Dragons->Dragon of Icespire Peak
.
Use the Spellcaster sidekick stat block to represent her.
Personality. “I can’t resist a sure bet or a friendly wager.”
Ideal. “The more complicated the scheme, the better.”
Bond. “I love birds
Compendium
- Sources->Dungeons & Dragons->Sleeping Dragon’s Wake
.
Use the Spellcaster sidekick stat block to represent her.
Personality. “I can’t resist a sure bet or a friendly wager.”
Ideal. “The more complicated the scheme, the better.”
Bond. “I love
Compendium
- Sources->Dungeons & Dragons->Van Richten’s Guide to Ravenloft
better than civilians, being assured of daily rations and housing in the Bastion Ward—the Talons-only district around city hall where General Drakov established her command center. From here, Drakov
orders daily public executions as conscripts dispense supplies to the masses, and she plans how to resist the next zombie attack.
Backgrounds
Guildmasters’ Guide to Ravnica
The brutes are at the gate, chaos is looming, and the only thing standing in the way of disaster is the foundation of law and order — as embodied in the Azorius Senate. You’re a proud
best at everything in my legal training, and now I work with the person who was always just a little bit better.
6
A good friend was promoted into work they can’t tell me about.
7
I
Compendium
- Sources->Dungeons & Dragons->Bigby Presents: Glory of the Giants
challenge:
Bring me pure perfection—
Something my craft cannot better.”
Diancastra, undaunted, departed the sanctum
And journeyed to the waters beyond worlds.
She sailed forgotten seas into
storms of chaos
And claimed a mote of matter,
Shapeless, unformed, and ever-changing.
The All-Father mocked her and easily shaped it,
Making a fertile field.
But soon he scowled, not
Backgrounds
Guildmasters’ Guide to Ravnica
against the schemes and ambitions of the other guilds, so much the better.
Skill Proficiencies: Arcana, Medicine
Languages: Two of your choice
Equipment: A Simic insignia, a set of
adaptations of life.
7
I can’t resist prying into anything forbidden, since it must be terribly interesting.
8
I employ a highly technical vocabulary to avoid imprecision and ambiguity
Compendium
- Sources->Dungeons & Dragons->Rise of Tiamat
the age of dragons begins. Nations and kingdoms shatter, civilization collapses into bloody war, and chaos reigns supreme. None of the Dragon Queen’s mortal agents receive the rewards they expected
. The Red Wizards who freed her are devoured or driven away, hunted by the forces of Szass Tam. The cultists who orchestrated Tiamat’s return fare little better, with the Dragon Queen not caring which
Compendium
- Sources->Dungeons & Dragons->Vecna: Eve of Ruin
Personality Lolth is a cruel god. She loves chaos and hurting the innocent, especially those who oppose her power-hungry ideals. The suffering of others delights her, and if that pain benefits her
plans, all the better. The Spider Queen employs duplicity and sadism against her enemies, but she also enjoys bedeviling those who claim to love her. She promises great rewards to those who follow her
Compendium
- Sources->Dungeons & Dragons->Tyranny of Dragons
the age of dragons begins. Nations and kingdoms shatter, civilization collapses into bloody war, and chaos reigns supreme. None of the Dragon Queen’s mortal agents receive the rewards they expected
. The Red Wizards who freed her are devoured or driven away, hunted by the forces of Szass Tam. The cultists who orchestrated Tiamat’s return fare little better, with the Dragon Queen not caring which
Compendium
- Sources->Dungeons & Dragons->Player's Handbook (2014)
for getting what I want. 4 I’m a born gambler who can’t resist taking a risk for a potential payoff. 5 I lie about almost everything, even when there’s no good reason to. 6 Sarcasm and insults are my
mentor — a horrible person who’s probably rotting in jail somewhere. 3 Somewhere out there, I have a child who doesn’t know me. I’m making the world better for him or her. 4 I come from a noble family, and
Compendium
- Sources->Dungeons & Dragons->Out of the Abyss
somehow using faerzress to spread chaos and madness, the demon worshipers have begun conducting rituals to infect Gracklstugh. Intent on weakening the city and breaking the power of King Horgar
complex, creating spiral patterns on the walls and ceilings. These spirals are what give the complex its name. Because of these weird spiraling patterns, saving throws to resist faerzress-induced
Compendium
- Sources->Dungeons & Dragons->Out of the Abyss
Madness At the best of times, the Underdark is a bizarre, alien, and inhospitable world, but the influence of the demon lords has transformed it into a domain of madness and chaos. Faerzress acts as
on the characters’ sanity (see “Madness” in chapter 8 of the Dungeon Master’s Guide). At various times in the adventure, characters will be called upon to make a saving throw to resist some madness
Compendium
- Sources->Dungeons & Dragons->The Book of Many Things
; they had minds of their own and pursued secret purposes. The deck sought to sow chaos and topple powerful leaders regardless of whether they were good or evil. Characters who helped the deck pursue
Madness at Gardmore Abbey: the deck was a gift from an archfey to a mighty emperor. As the archfey predicted, the emperor was unable to resist using the deck to cast his own future, and the deck
Compendium
- Sources->Dungeons & Dragons->Mythic Odysseys of Theros
has fallen into the hands of minotaurs.
4 Resist the corrupt authority of a powerful priest of Heliod or a cruel village elder.
5 Triumph in a contest of strength or crafting to bring
better temperament, but in extreme cases, they could be forced to seek refuge with another god, thereafter contending with Purphoros as a villain.
Compendium
- Sources->Dungeons & Dragons->Monster Manual (2014)
sea of chaos that is the plane of Limbo. Githzerai Monk Psionic Adepts. The progenitors of the githzerai adapted to — and were transformed by — the psychic environment imposed on them by their illithid
attack.
Order amid Chaos. The githzerai willingly dwell in the heart of utter chaos in Limbo — a twisting, mercurial plane prone to manipulation and subjugation by githzerai minds strong enough to
Compendium
- Sources->Dungeons & Dragons->Heroes of the Borderlands
the bell as the mark of the Cult of Chaos and an omen of future turmoil. If informed about the symbol’s meaning, Fazzir finds the revelation deeply troubling. The mark washes off easily, but its stain
admire Andrella and enjoy her goodhearted mentorship.
Rumors
“A dastardly bandit, Pral, accosts travelers along the trail. Apparently he’s quite handsome; I’m sure he’ll look even better behind
Compendium
- Sources->Dungeons & Dragons->Planescape: Adventures in the Multiverse->Sigil and the Outlands
Xaos Gate Destination: Ever-Changing Chaos of Limbo Primary Citizens: Githzerai Ruler: Varies Chaos reigns supreme in Xaos, a gate-town tethered to the ever-turbulent plane of Limbo, where reality is
. Regardless of its form, the gate isn’t hard to identify; chaos swells around the portal—the eye of a maelstrom of change. CoupleOfKooks “Chaos, much like order, begins in the mind. Refuse its entry into
Compendium
- Sources->Dungeons & Dragons->Strixhaven: A Curriculum of Chaos
, Professor DeSantos is concerned by the sudden influx of patients but can’t find anything wrong with them. She insists they rest in the sickroom until they feel better. Ten minutes later, these six
into chaos as the other students either try to help or scatter in terror. Ending the Panic A character can use an action to try to calm a delirious student, doing so with a successful DC 14 Charisma
Compendium
- Sources->Dungeons & Dragons->Volo's Guide to Monsters
the role set for it and not challenging authority. Draegloths instinctively resist this sort of treatment, but most of them take out their frustration on their house’s enemies. A draegloth that can’t
suppress its ambitions might abandon its house and strike out on its own. Whether these rebellious draegloths are part of Lolth’s plan for sowing even greater chaos is unclear. Brute Cunning and Dark
Compendium
- Sources->Dungeons & Dragons->Volo's Guide to Monsters
stakes. 4 I laugh at my own jokes — the darker, the better. 5 I never volunteer information, and I respond only to questions. 6 I offer generous terms in my deals, but the cost for defaulting is
destroy both of us simultaneously. 8 The ones who looted and burned my home will pay for their offense. Hag Flaws d6 Flaw 1 I am too eager for gossip. 2 I can’t resist flirting with a handsome man
Compendium
- Sources->Dungeons & Dragons->Monsters of the Multiverse
sooner or later. Are two heads better than one? In Demogorgon’s case, the two double the horror and the chaos.
—Mordenkainen
Demogorgon
Huge Fiend (Demon), Chaotic Evil
Armor Class 22
Demogorgon Prince of Demons, the Sibilant Beast, and Master of the Spiraling Depths, Demogorgon is the embodiment of chaos, confusion, and destruction, seeking to corrupt all that is good and
Compendium
- Sources->Dungeons & Dragons->Dungeon Master’s Guide
(perhaps away from the table) that you have a group to please, not just one player. Tragic Limits Some players resist getting invested in the world of the game because they don’t want to endure the pain of
in the face of devastating tragedy are better suited for character backstories. DM Die Rolling Should you hide your die rolls behind a DM screen, or should you roll your dice in the open for all the
Compendium
- Sources->Dungeons & Dragons->D&D Beyond Basic Rules
(perhaps away from the table) that you have a group to please, not just one player. Tragic Limits Some players resist getting invested in the world of the game because they don’t want to endure the pain of
in the face of devastating tragedy are better suited for character backstories. DM Die Rolling Should you hide your die rolls behind a DM screen, or should you roll your dice in the open for all the
Compendium
- Sources->Dungeons & Dragons->Player's Handbook (2014)
Outer Planes. The desires of the mighty forces that dwell on these planes can remake them completely, effectively erasing and rebuilding existence itself to better fulfill their own needs. Distance is
of CG Ysgard, the Heroic Domains of CN, CG Limbo, the Ever-Changing Chaos of CN Pandemonium, the Windswept Depths of CN, CE The Abyss, the Infinite Layers of CE Carceri, the Tarterian Depths of NE, CE
Compendium
- Sources->Dungeons & Dragons->Dungeon Master’s Guide (2014)
Material Plane. But the landscape can change at a whim of the powerful forces that dwell on these planes, which can remake them completely, effectively erasing and rebuilding existence to better fulfill
Elysium, the Blessed Fields of NG The Beastlands, the Wilderness of NG, CG Arborea, the Olympian Glades of CG Ysgard, the Heroic Domains of CN, CG Limbo, the Ever-Changing Chaos of CN Pandemonium, the
Compendium
- Sources->Dungeons & Dragons->Mythic Odysseys of Theros
young world of Theros was the godlike race of titans, born from the same swirling chaos as the world itself. Before any order could be imposed on the world, the titans had to be contained. Kruphix and
left their young world vulnerable to dangers from both inside and out. Putting their rivalry aside, the pair agreed it was better to share and have something than let their struggles destroy all creation
Compendium
- Sources->Dungeons & Dragons->Volo's Guide to Monsters
, such as Carceri, where they are a menace. Each vargouille carries a disease that creates more of its kind; a flock of vargouilles on the wing is a plague of chaos and evil waiting to happen. Abyssal
the Material Plane are a dire threat to all creatures, especially humanoids. Their awful shrieking can paralyze other creatures with fear, and such victims are helpless to resist a vargouille’s accursed
Compendium
- Sources->Dungeons & Dragons->Mordenkainen's Tome of Foes
Asmodeus I literally sit beneath eight tiers of scheming, ambitious entities that represent primal law suffused with evil. The path from this realm leads to an infinite pit of chaos and evil. Now
traditions of the Nine Hells, compelled to adhere to law and to maintain the devils’ trafficking in souls. If he violated those laws, he would be no better than the demons he fought. Mortals who refused a
Compendium
- Sources->Dungeons & Dragons->Acquisitions Incorporated
that. And before that. I’m sure those were all coincidences.
6 This company is so much better than my previous one. It will always be the best until they stop paying me.
7 I know this
. Life goes much more smoothly when you follow the rules and work within a system. (Lawful)
3 Uncertainty. The more chaos that swirls around me, the more opportunities I can find to profit. (Chaotic
Compendium
- Sources->Dungeons & Dragons->Acquisitions Incorporated
. And your understanding of chaos tells you it’s easier by far to deal with the so-called law when you have a strong team at your back. Or, even better, at your front, so they’re the ones drawing






