19/12/2018 The Homebrewery - NaturalCrit

Dragon Heist: Background Hooks

O
ld flames, professional rivals, family feuds... if Charlatan
your PCs grew up in Waterdeep, or the
surrounding area, the chances are they've You Won A Vial of Poison...
made a few friends and enemies in the city
before the events of Waterdeep: Dragon Heist ...and pissed off a drow in the process. You won your prize
unfold. This supplement aims to inspire richer during a game of Three Dragon Ante, after the drow in
back stories for your PCs, with a series of question ran out of money and was forced to wager
"background hooks" that tie your PCs to the NPC cast of something more valuable. Well built and wearing a
Dragon Heist with bonds of love, friendship, jealousy, permanent snarl, he was angry enough at the loss to accuse
prophecy, justice and revenge. you of cheating. When he stood up to leave, he placed the
Each background hook represents an event or episode in venom in front of you and said: "next time we meet, I'll be
that PC's past where they encountered one of Dragon Heist's sure to fire some of this straight into your heart." Technically-
NPCs - events which will most likely come back to haunt (or speaking, you did cheat, but what was a foreigner like him
possibly help) them during the course of the adventure. For going to do in front of everyone? Characters like that never
each hook, I have supplied what the player knows, followed hang around, and he's probably left Waterdeep by now.
by what the DM knows.
I've suggested at least one hook for every background in
the Player's Handbook, however please note that several of DM'ss Notes
DM
these hooks could work well for other backgrounds (not just
the one I assigned). In other words, feel free to mix and The drow that the PC defrauded out of his poison,
match as you feel appropriate, discussing with your PCs and a fair few dragons besides, is Soluun Xibrindas
(p.202, WDH), an unfriendly fellow at the best of
which hook(s) make sense for their character concept. This times. If he sees the PC again he won't hesistate to
guide finishes with several hooks that might work for nearly make good on his promise. The vial contains three
any character of any background, plus a player handout doses of a rare drow poison, which does 2d10
containing the hooks without the DM's Notes besides them. poison damage on injury. An apothecary would
All NPCs that appear in the official storyline have a value the vial, if full, at 600 gp.
Waterdeep: Dragon Heist page reference, whilst the couple of
new NPCs I have created are labelled clearly along the way.

Acolyte
Whatever happened to Primrose? You Conned A Noblewoman
When you were a young novice, you studied at your temple About six months ago, you heard on the grapevine that a
with another acolyte, known to all as Primrose, on account of noblewoman, who simply called herself Y., was paying good
the fact that her mother would always bring flowers to the money to anyone who could reveal the identity of any of
temple. She was not the best nor brightest student, but she Waterdeep's Masked Lords. You set up a meeting and
was like an older sister to you, standing up for you against a presented her with several letters demonstrating "beyond
temple bully, while also introducing you to 'grown up doubt" that Jelenn Umbrusk is one of the city's faceless
pleasures' like drinking honeywine and smoking pixie's rulers, claiming 250 gp from her in the process. The letters of
delight. She was eventually thrown out of the priesthood for course were forged.
her rebellious behaviour. You always wondered what
happened to her.
DM'ss Notes
DM
A little fact-checking later and Yalah Grahlund
DM'ss Notes
DM (p.220, WDH) realised she has been duped. She
has since given Victor Trench (p.32, WDH) the
Vaelle Lurval, aka Primrose, is the cult fanatic that PC's description and told him to find out their real
is left for dead in the Mausoleum (p. 70, WDH) in identity. Once she has it, she will pay extra, either
the Summer Encounter Chain. After having her to Trench or her Zhentarim contacts, to take back
chosen career as cleric curtailed, she was forced to the 250 gp with interest, and leave the PC a few
fall back on the family business as a florist, but physical reminders why it doesn't pay to mess with
remained intrigued by greater powers, both light a lady like her.
and dark. If you are not playing the Summer
Encounter Chain, she might turn up as a
Cassalanter spy, or as part of a unit sent to steal the
Stone of Golorr from the PCs. Otherwise, the PCs
may witness her being knifed in the back by other
cult fanatics in another Waterdeep location.

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Criminal
Bye-Bye Beholder DM'ss Notes
DM
Once upon a crime you used to run with the Xanathar Guild. Barnibus Blastwind (p.195, WDH) is one of the
Your friend, Zilo, got you involved, and to begin with you loved campaign's bona fide good guys, but if you want to
the adventure, and fast rewards, that the criminal underworld spice things up a bit it might transpire that he is
offered. But when Zilo got butchered by the boss for botching being paid to obstruct the investigation into the
a mission, you discovered how brutal operating on the wrong fireball launched in Chapter 3, and stop it from
going anywhere. A combination of debt and old
side of the law can be. You decided to get out while you still age may have made him cynical enough to accept a
could. That was over a year ago. Since you know the locations very large 'retirement gift' from someone keen not
of most of the Guild's Waterdeep hideouts and hang outs, to be exposed by his detective work. This could set
you've managed to avoid any unpleasant reunions with your Barnibus and the PC at odds, as well as offer your
ex-colleagues, up until now. The only person you'd be happy PC the perfect chance for revenge.
to see again is a guy called Jenten, who you got on well with.
For a tough guy, he had a good sense of humour. You're pretty
sure he'd be happy to see you too...

DM'ss Notes
DM
Criminal Spy
Many of the Xanathar Guild that this PC worked In Debt To The Zhentarim
with are no doubt dead by now - junior members
have a short life expectancy - but there is a 20% You've been employed by various members of the Zhentarim,
chance that any human guild member will on more than one occassion, to spy on lords and low lifes
recognise this PC, if they encounter them. While a alike, and as such you've built up a small network of contacts
guild member from a monstrous race, like kenku or amongst the Black Network. So when you needed 200 gp in a
bugbear, has a 10% chance of recognising them. If hurry, to settle an old score, it was to the Zhentarim you
the PC has disguised themselves or significantly turned - after all, you figured you could quickly earn the
altered their appearance since that time, you can money back in the field and pay back the debt. A recent street
half those percentages. Any guild member who fight, however, left you unable to work for several months and
does recognise the PC, apart from Jenten (CN, you're now stony broke. Hopefully your criminal colleagues
human, thug
thug, new NPC), will attempt to capture the won't be pissed off if you delay payment for just a few more
PC and bring them before Xanathar. The PC can weeks...
find their way to a specific Guild hideout on a
successful DC 10 Wisdom (Survival) check, and to
Xanathar's Lair on a successful DC 15 check.
DM'ss Notes
DM
It might be that this PC has contacts on both sides
of the feuding Zhentarim factions, both of which
might try to call them into service at any time in
Busted For Burglary order to pay back their debt. But mostly likely it
was Istrid Horn (p.199, WDH) who lent them the
After pulling off several high profile robberies, you were well money. It will be hard to say no if she calls in a
on your way to an early retirement, until a certain blundering favour, no matter how unpleasant the job in hand.
Barnibus Blastwind got on your case. This meddling, self-
styled 'detective', produced such compelling evidence against
you, that even the Magister you bribed couldn't ignore it. You
were summarily flogged and sentenced to one year in a cold,
damp, dungeon cell with nothing but two bowls of rotten tripe
a day to feed on. Wouldn't it be great to knock that
sententious so-and-so down a peg or three, or perhaps expose
a skeleton in his closet? No one is that squeaky clean, after
all.

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Entertainer Entertainer (Gladiator)

A Heckler Humiliated Fighting Pit Rival
During one of your less inspired performances in The Some tenday ago, you were invited to compete in a show fight
Yawning Portal tavern, you were heckled by a thuggish half in an illegal fighting pit in the cellar of a Dock Ward tavern.
orc who told you to: "stop squealing like a half-gutted pig". The guy you were fighting was an ugly brute, with a broken
Never one to take an insult lying down, you ad-libbed a song nose and a pale bald pate that was covered in blue eye
that called into question both the beauty and brains of the tattoos. From the way he looked at you as he walked into the
heckler, causing the tavern's patrons to roar with laughter. ring, it was obvious he thought he'd won already. He must
The half orc didn't take their eyes off you for the rest of the have felt more than a little stupid when you knocked him out
night, their gaze of hate burning into the back of your head, as with almost your first punch.
you contemptuously ignored them.
DM'ss Notes
DM
DM'ss Notes
DM The would-be hard man is Krentz (p.21, WDH), a
The half orc in question could be one of Yagra low level boss of the Xanathar Guild. If one of your
Stonefist (p.20, WDH), Hrabbz (p.205, WDH) or PCs chooses this background hook, allow Krentz
Ziraj the Hunter (p.201, WDH), or even a member his full hit points when they encounter him in
of the Xanathar Guild, such as Grum'shar (p.29). Chapter 1, so that there is more opportunity for
Whoever you decide it is, they will be very keen to drama to unfold, and for Krentz to be a reoccurring
have a little one-on-one time with the PC, if the NPC in your adventure. If he is knocked
opportunity ever arises. unconscious by Yagra (p.22, WDH), or anyone else,
that doesn't necessarily mean he has been killed.

Put It On The Tab!

During a particularly long and raucous night in The Yawning Folk Hero
Portal tavern, you offered every geek and sundry a flagon of Thugs Sent Packing
Shadowdark ale (the best brew in the taproom), at regular
intervals throughout the night. You were in high spirits and, to Your once quaint village in Undercliff has slowly become
begin with, you earned back the money you spent by singing more dangerous over the last few years, as enterprising
for tips. However, as your performances became more criminals from Waterdeep look to conduct their business free
slurred and the tips fewer, you kept buying rounds with the from the beady eye of the City Watch. When a group of thugs
same reckless abandon, telling Durnan the proprietor to "put started harrassing your elderly father, along with other
it on the tab". Long after midnight you stumbled out of the farmers and local business owners, with demands for
bar, forgetting to pay, and somehow evading the watchful eye protection money, you rallied a group of young men and sent
of the landlord. Oh well, he's probably forgotten about it by them packing with their tails between their legs. Virtually any
now. denizen of Undercliff will stand you a drink in their local tap
room.

DM'ss Notes
DM
The next time the party go to The Yawning Portal
DM'ss Notes
DM
(which will be right away, if you play the adventure The thugs the PC sent packing were low level
as written), Durnan collars the PC in question and Xanathar Guild members keen to make a name for
reminds them of their unpaid bar tab. Durnan says themselves by carving out a bit of extra business in
it was 100 gp - a successful Wisdom (Insight) an as-yet-untapped market. It's probably only a
contest vs. Durnan's Charisma (Deception) reveals matter of time before they try again in bigger, and
it was less, but the tavern owner will justify any more powerful, numbers. The PC's name is well
surplus as 'interest'. If the PC doesn't have the known to them, and the thugs may decide that
money, they could try and assure Durnan that they burning his/her father's business to the ground
will pay it later, which requires a successful DC 20 (with or without the old man in it) might
Charisma (Persuasion) check. Otherwise Durnan incentivise the rest of the village folk to pay their
might oblige them to run an errand on his behalf, protection fees without a fuss next time. The City
wash dishes for a tenday, or force them to perform Watch will continue to kick their feet in dealing
for free at the tavern, giving Durnan any tips they with any problems, saying that they lack the
earn until the debt is paid. If you want to keep this resources to deal with problems outside the city
hook for later in the adventure, replace the tavern walls. The City Guard meanwhile consider such
and landlord with those of your making. trifling local disputes beneath them.

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Guild Artisan Hermit

Professional Rival A Cosmic Portent
Ever since you went into business in Waterdeep, a certain During intense meditation that lasted several days, you
member of your guild has tried to thwart you. First they tried detected a disturbing, diabolical change in the cosmos that
to block your entry to the guild, and when that didn't work portended the death of 100 innocent people in Waterdeep.
they tried other means to run you out of town. At every step of The visions you had featured a noblewoman crying at the
your way, you are dogged by nosy inspectors and overly stroke of midnight, and people in golden masks throwing
fastidious Magisters, who seem hellbent on throwing bodies on a huge cauldron of fire, while a demonic figure
bureacratic obstacles in your way and finding legal counted them. The demonic figure had a cruel, lascivious
irregularities in your business. Sooner or later you're going to human face with two horns on his forehead. You have
have take action against your rival. travelled to the city in the hope of realigning the cosmos and
preventing these tragic deaths.

DM'ss Notes
DM
Depending on what trade this PC is engaged in, DM'ss Notes
DM
you may be able to find an appropriate PC amongst The deaths this PC has fortold are those of the 100
the cast of Dragon Heist to be their business rival. people Ammalia Cassalanter intends to poison
If not you can invent one. Meanwhile, consider during her Founder's Day party (see Day of the
where this burning enmity on the part of the NPC Damned, p.130 WDH). If the PC goes to any
comes from? Is it a fear of competition, a sense of temple in Waterdeep and describes his vision the
inferiority next to the PC's craftmanship, or is there priest will suggest that the 'demonic' figure could
a more compelling reason behind it... perhaps a be the devil Asmodeus. Similarly a PC can ascertain
forgotten family feud, insult or humiliaton that the that for themselves in 1d3 hours if they visit a
PC is totally unaware of. library and succeed on a DC 10 Intelligence
(Investigation) check.

Guild Merchant Hlam-Fisted

A Business Debt Upon hearing tales of the mighty Hlam, the grand master of
You borrowed 400 gp from the Cassalanters, a noble family the Order of the Even-Handed, you travelled to his cave on
who engage in money lending, one year ago to start your Mount Waterdeep, hoping to benefit from his wisdom. After
trading business. By the terms of your loan, you now owe entering the cave, you found him meditating in the lotus
them 480 gp, but wheeling and dealing is not as profitable as position and you offered to be his apprentice. In response, he
it seems... not when wagons break, horses go lame, and staff slowly stood up and then battered you with flurry of blows
and guards need paying. You've managed to accrue 200 gp of that sent you flying out of the cave, with several cracked ribs
what you owe them. Still it's been a long while since their and two less teeth. He then turned around and walked back
accountant has been in touch, and 480 dragons is small into his cave, without saying a word.
change to them. Perhaps they've written off the debt.

DM'ss Notes
DM
DM'ss Notes
DM That was Hlam's way of saying a) please don't
As the Cassalanters (p.193 and 218, WDH) scour disturb me when I'm meditating and b) you're not
the city for Neverember's hoard, they are also ready for my instruction. If the PC in question has a
desperate to call in all the outstanding debt owed chance to apologise and impress Hlam on another
to them, as they desperately try to raise the one occasion, or if they gain 4 renown in the Order of
million dragons they need to save their children's the Gauntlet, Hlam will take the PC on as an
souls. Shortly after the adventure begins, the PC apprentice. If they spend three months training
receives a strongly-worded letter demanding that with Hlam consider giving them a new power or
they bring the money to the Cassalanters' villa ability appropriate to their class.
within three days, without fail.

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Noble Bad Press

The editor of the Waterdeep Wazoo, Gaxly Rudderbust, ran a
Embarrassing Youth lengthy exposé on your family history, using public records as
Your family was great friends with the Rosznars, and when 'evidence' that you are descended from the bastard son of a
you were young you used to play with their daughter Ezzy. Or, Lord's mistress and that you should not be considered part of
more precisely, you used to mercilessly tease and bully her. society's aristocratic fabric. The piece was clearly paid for.
On one occasion, a large family wedding, you took great
pleasure in pouring mead on her dress and yelling: "Look
everyone! Ezzy has wet herself!" Everyone believed you. You DM'ss Notes
DM
feel bad about it now, but in your own childish way you were
just trying to flirt with her. No doubt she's forgiven you by This exposé could replace the one Jarlaxle writes
now. (p.34 and p.39, WDH), in which case you need to
consider what the drow's motivation would be.
Otherwise it might be that your family has a long-
running feud with the Cassanlanters or the
DM'ss Notes
DM Grahlunds. Or perhaps the PC has riled one of the
Guilds, or a criminal organisation like the
Esvele (no one calls her Ezzy any more) has Zhentarim.
definitely not forgiven the PC in question for this
humiliating incident, oft recounted at family
gatherings. Nor has she forgiven them for half a
dozen more similarly cruel tricks. Now of course
she is the rather formidable Black Viper (p.196,
WDH).
Noble Knight
Pledged to the Cassalanters
Powerful, beautiful, noble... ever since you saw Ammalia
A Noble Rival Cassalanter at the annual Spring Joust tournament, held at
the Fields of Triumph, you understood that she is a woman
If there's one person you really can't stand in the whole city worth fighting for. You won the debutants' joust, and
its that Renaer Neverember. How the son of a traitor can dedicated your victory to this vision of elegance. She has
continue to swan around Waterdeep like he owns the place, since blessed you with her patronage, and in return you have
you have no idea. While others call him good-looking, well- agreed to serve her in times of need. You hope she will call on
educated and a bon vivant, you consider him wan, artificial you soon, so you can prove your valour. A married lady, it goes
and boorish. Sure he's good with a sword, but anyone can without saying that yours is a chaste devotion...
excel in fencing if they have time to practice every day thanks
to daddy's embezzled riches. If someone were to ask your
opinion, the city should seize his family mansion and make it
public property. DM'ss Notes
DM
This hook might suit a character from minor
nobility. Ammalia's patronage could be what pays
for this PC's retainers (p.136, PH), or their horse,
DM'ss Notes
DM or you may consider if she has gifted the PC a suit
Maybe the PC is just jealous of Renaer (p.25 and of plate armour. In return, she expects her knight
215, WDH), maybe there's a family rivalry, or to perform certain services for her, of one type or
maybe Renaer proved too popular with someone another. Naturally she wouldn't ask a knight to
the PC was romantically interested in for their betray their code of honour. Unless she thought
liking (and possibly still is interested in. Could they they would say yes... (nb: if your PC would prefer to
both be in love with Esvele Rosznar?). As Renaer idolise a male NPC, simply replace Ammalia with
plays an important role in Dragon Heist, a rivalry Victoro Cassalanter. Either might call in a favour
between him and one of the party could create an that could compromise the morals of the knight,
interesting dynamic throughout your campaign. and their fellow adventurers).

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Outlander
DM'ss Notes
DM
Marked By The Law This PC was unwittingly instrumental in the
You have barely spent any time in Waterdeep, but almost research of Volo's Guide to Monsters. When they
immediately after your arrival you managed to get into a meet Volothamp Geddarm (p.218, WDH) again, he
drunken street brawl with a group of thugs who were may be pleased to see the PC at first, but then may
harrassing people in a Dock Ward tavern. When the City become paranoid that they have come to claim
Watch tried to arrest everyone involved, your blood was up some of the book's royalties, or worse, discredit
and you were in no mood to go quietly. You punched a him in front of Waterdeep's reading public.
sergeant in the face, knocking him flat out unconscious and
shattering his nose. You were promptly clubbed into
submission by his colleagues and hauled into a cell at the
nearest courthouse. The half-elven Magister who presided
over your case let you off the assault charges due to the fact
that you were trying to protect law-abiding citizens. He did Sage
warn you however that: "unlike whatever savage backwater it Blacklisted from Blackstaff Towers
is you said you come from, we don't tolerate violence in
Waterdeep. If I see you in this court again, I won't be so You studied for many years at the Blackstaff Academy, at the
lenient." invitation of the 6th Blackstaff, Samark Dhanzscul. However
when Vajra Safahr became the seventh to bear the title, she
was left unimpressed by your "unoriginal and uninspiring
methodology". She turfed you out of the academy and told
DM'ss Notes
DM you to gain some life experience, to see some more of the
The sergeant in question is called Lorn Stonefellow world first, before wasting any more time in studies that
(veteran
veteran, new NPC), and his hardman reputation weren't benefitting anyone. Naturally, you felt victimised by
took a beating along with his nose the day the PC her decision and hated her for it. She was clearly trying to
laid him out. To say he is bitter is a bit of an imprint her authority in her new role, at your expense.
understatement, and his crooked nose is a
permanent reminder of "that punk's lucky punch".
He won't take unlawful revenge, but if he catches
the PC causing trouble anywhere in the city he will DM'ss Notes
DM
take them down with extreme prejudice. If the
The PCs eviction wasn't personal. Vajra Safahr
party encounter the City Watch in the Dock Ward
(p.217, WDH) really does believe they must go out
there is a 20% chance Stonefellow is leading the
into the world in order to grow - even if she didn't
patrol. Meanwhile, the PC may encounter the half-
manage to dress their dismissal very diplomatically.
elven Magister, Umbero Zastro (p.82, WDH), again
She recognises the PC's abilities and may even
as well, especially if you are playing the Spring
employ them for Gray Hands faction missions
Encounter Chain.
(p.36, WDH), but they will have to impress her to
be allowed back to into the Blackstaff Academy.
Variant. Or maybe the eviction was personal!
Vajra might have (very well hidden) feelings for this
PC, and she may have decided that by removing
them from the Blackstaff Academy she was
You're The Unlikely Co-Author of removing a potential danger for her career. After all
a Guide to Monsters the Blackstaff can hardly be seen falling in love with
Your life patrolling the hills, plains and forests of the realms her students.
hasn't put you in contact with many city folk, and those you
have encountered mostly filled you with contempt. Recently,
you had the misfortune to be employed as a guide by a
garrulous, overweight fellow called Rolo (or some similarly
ridiculous name). For someone who couldn't swing a sword,
and was no great magic user either, he had an incongruous
fascination with monsters. He paid you to lead him through a
fetid swamp to the lair of a catoblepas, but the minute the
creature showed its face he ran like a whelp in the opposite
direction. Later he asked you everything you knew about the
beast and wrote it down word-for-word in a heavily-annotated
scrapbook he carried with him everywhere. He was so
pleased by what you could tell him regarding the beast's
eating, mating and other behavioural habits, that he didn't
bother tracking down any more of the monsters in the region
- he simply quizzed you about the critters instead.

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Sailor Soldier
She Left You in Luskan A Wardragon Welcome
Many years ago you fell in love with a young, spirited and Your father fought side by side the formidable frame of
troubled female drow, who called herself Fel. A misfit in her Meloon Wardragon in defense of Waterdeep several times
society, one who abhorred the cruel matriarchy of her race, over, and the pair were fast friends. Now that you've decided
she had fled the Underdark and found work on the same ship to make your way in the world, he has written a letter of
as you, bound for Luskan. After docking, she slipped away introduction commending you to Wardragon's service. A
without saying goodbye. For weeks you searched the city but servant of the goddess Tymora, Wardragon is highly thought
finally you ran out of money and were forced to leave Luskan of in Waterdeep and has contacts in both the City Guard and
with the next ship that offered you work. the City Watch. Your father is sure he will find good use for
your skills.
DM'ss Notes
DM
Once in Luskan, Fel'rekt Lafeen (p.201, WDH)
sought out Jarlaxle and petitioned to join his gang, DM'ss Notes
DM
Bregan D'aerthe. She quickly impressed the boss, Meloon Wardragon (p.210, WDH) was a hero, but,
who rewarded her work by paying for the expensive since having his brain devoured, he works as a spy
rituals that enabled her to assume a male gender. for the Xanathar Guild in thrall to the mind flayer
As a male, Fel'rekt continues to work as one of Nihiloor (p.212, WDH). He retains all of his old
Jarlaxle's most trusted agents. memories and will remember the PC's father. He
will attempt to use the PC, and their allies, as
pawns for the Xanathar Guild, going so far as to
have them secure the Stone of Golorr for Nihiloor.
This hook works well for any PC who comes from
the area surrounding Waterdeep, or even further
Sailor Pirate afield. It would also work well for clerics who
worship Tymora.
You Crossed Driftwood Bones
You were part of the crew aboard the pirate vessel,
Barracuda, when it successfully assaulted the merchant ship,
the Silk Purse, several months ago. Seven members of the
pirate gang, including two friends of yours, died in the attack, Expelled From The City Guard
while the captain, Driftwood Bones, refused to share the From the day you joined Waterdeep's famed City Guard,
booty evenly. Crew unrest soon led to outright mutiny, and Sergeant Yafeera hated your guts. She made it her mission to
Bones was set adrift in a rowing boat, some fifty miles off make your life in the Guard a misery, always giving you the
shore from Waterdeep. Whether he drowned, starved or got dirtiest jobs and never missing a chance to put you down in
eaten by sharks, it's all the same to you. front of the troops. When you suspected she was engaging in
illegal behaviour with criminal gangs you confronted her. The
next thing you knew you woke up bloodied and bruised in a
DM'ss Notes
DM holding cell. Yafeera claimed she had caught you stealing
Driftwood Bones (new NPC) is a 62-year-old dwarf
from the barracks, and you were flogged and sentenced to
swashbuckler who wears necklaces and earrings two years hard labour. Now you've returned to Waterdeep.
fashioned from his enemies' bones. Against the
odds, he made it back to Waterdeep with his first
mate and three more loyal crew members and -
thanks to a large Zhentarim loan - recently DM'ss Notes
DM
managed to get his ship back, using a mix of guile Tashlyn Yafeera (p.199, WDH) is no longer a
and force. Nailed to the wall of his cabin is a list, sergeant but a captain of the City Guard, who acts
containing the names of each of the Barracuda as the bodyguard to a Magister stationed at the
crew who mutineed against him. Several names Southern Gate. This information can be gleaned
have been crossed out already, names which match with a successful DC 10 Intelligence
the corpses that have been turning up in dark alleys (Investigation) check. During the day there is a
around the Dock Ward in recent days. 60% chance she will be stationed at the gate, 20%
chance that she is accompanying the Magister on
around the city, and 20% chance that she is
engaged in Zhentarim activity. At night there is a
60% chance she is resting in a barracks stationed
near the Southern Gate, 20% chance she is on
Zhentarim business and 20% she is out drinking in
taverns with either guards or Zhents.

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Urchin
A Beating You'll Never Forget
You'll never forget the night, many years ago, when you ran
into a slack-jawed young thug stumbling out of tavern. The
dead-eyed beefcake beat you to within an inch of your life for
the temerity of brushing into him, and left you in the snow to
die. If the City Watch hadn't stumbled across you and taken
you to the Hospice of St. Laupsenn you probably would have
done. If you ever see that face again you'd have trouble
controlling yourself.

DM'ss Notes
DM
The thug in question is Justyn Rassk (p.41, WDH),
a member of the guild of butchers. If the PC
encounters Rassk and manages to exact revenge,
there are likely to be legal consequences. In the
case of Rassk's murder, the guild of butchers will
employ Vincent Trench (p.32, WDH) to investigate.

Missing Rosky
Life on the streets is tough, but having a friend or two around
to share the hard times with you has always made it bearable.
That's why it hurts that you haven't seen your little halfling
friend, Rosky, for nearly a month now. Recently he'd been
spending a lot of time with a character called Kelso (another
halfling - but one that you wouldn't trust with a single nib!),
but you never thought he would desert you for such a sketchy
lowlife and his gang.

DM'ss Notes
DM
Roscoe 'Rosky' Underbough (p.30, WDH) has been
recruited by Kelso Fiddlewick (p.42, WDH) as the
newest member of the halfling wererat gang the
Shard Shunners, which has ties to the Xanathar
Guild. Kelso preyed on Roscoe's vulnerability,
offering him a way off the streets if he accepted
the gift of lycanthropy. How Roscoe reacts if he
encounters the PC is up to you to decide...

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A Crush on Bonnie
More Background Hooks That waitress, Bonnie, at the Yawning Portal tavern is so
The following hooks are not tied to any particular dreamy! How you would love to take her away from this filthy
background. town and start a family of little auburn-haired munchkins in
the country. It's true, she has never paid much attention to
Just A One Night Stand? you, but you figure that's just because she's always busy,
You were drinking in the Silver Scabbard tavern (or the being run into the ground by that miserable, money-grabbing
Silver something at any rate...), when you met a flirty, landlord, Durnan. You're sure if you had some time to get to
somewhat volatile, actress called Jaylin (...at least you think know her, something magical could happen.
that was her name!). The opening night of Jaylin's new play
had been a roaring success and she was out celebrating with
other cast members when you crossed paths. You ended up DM'ss Notes
DM
at her place, but didn't stay for breakfast as you had to "see a
man about an owlbear". You never did turn up to the Pink Sadly for this PC, Bonnie (p.20, WDH) is a
doppelganger, who is only posing as a barmaid
Flumph theatre to watch her perform. while her and her gang of four other doppelgangers
find some more lucrative business to engage in. If
she discovers the PC has fallen for her, she may
take advantage of them, for example asking them
DM'ss Notes
DM for all the information she would need to
Yaliek (not Jaylin) Iltizmar (p.74, WDH) was looking impersonate a certain high-ranking person in the
out for her new lover amongst the audience of the city. You might consider, as well, that posing as a
comedy The Taming of the Kenku for almost the human has led Bonnie to some kind of 'awakening'
whole run, and her performance never again hit the as a person capable of feeling kindness and love,
heights of the opening night. If she sees the PC possibly triggered by the PC's affection for her.
who spurned her again, she is likely to castigate
them loudly and publicly. However if the PC
succeeds on a DC 10 Charisma (Deception) check,
Yaliek will readily believe any lies they tell her about
why they were unable to get in contact. In this
scenario she is likely to want to take them to bed A Strange Shipmate
again, with a view to becoming long term partners.
If she feels mistreated by her lover, or ex-lover, she A few months ago you took a ship from Thay, across the Sea
may try to exact revenge. She is a bard and member of Fallen Stars. Most of the passengers were merchants, but
of the Harpers. you recognised one as a Red Wizard. Fascinated by her
shaven head, her curious tattoos and the alluring power she
exuded, you couldn't resist sneaking into her cabin to snoop
around. Amongst her belongings you found a ring with the
letter M engraved on it, and on a whim you decided to pocket
it. Just as you were about to leave she returned. Seeing you
No Word From Nerare she calmly shut the door and whispered something in a
Several days ago you met a swashbuckling young nobleman language you didn't understand. After several hours of
at a festhall in Castle Ward, who introduced himself as obeying her every command, you woke as if from a dream and
Nerare. You have since embarked on a whirlwind love affair. ran as fast as you could from out of the cabin, the sound of
In fact, you were supposed to meet him last night at a coffee her laughter chasing after you. The strange thing is, you
house on Virgin's Square but he didn't turn up. Things were could have sworn you saw her again a week ago, here in
going so well between you, you really hope this isn't his way Waterdeep, in the Southern Ward, wearing a black cloak. She
of calling things off. had her hood pulled up close, but it seemed like part of her
head and face were now covered in scars. On second
thoughts, it must have been somebody else.
DM'ss Notes
DM
Nerare's real name is Renaer Neverember (p.215,
WDH), a name he rarely uses when boozing and DM'ss Notes
DM
carousing in the city's festhalls, as it tends to The woman in question is Kaevja Cynavern (p.158,
attract a lot of unwanted attention. He has been WDH), whilst the ring is a Teleporter Ring (p.157,
meaning to tell the PC his real name ever since his WDH), which Manshoon had sent to Kaevja along
original lie, but is worried how they might react. He with a promise to tutor her in the arcane arts in
didn't make their appointment on Virgin's Square return for her service. She suspects where she
because he was captured, along with Floon, by might have lost it, and if she realises the PC is in
Zhentarim agents (who were in turn ambushed by Waterdeep she will cast locate object, in an
Xanathar Guild members). See Chapter 1 for more. attempt to find and reclaim it. Probably not before
she has toyed with the PC some more.

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Background Hooks - Player Handout

T
his handout offers you a list of events and You decided to get out while you still could. That was over a
episodes from your past, which will tie your year ago. Since you know the locations of most of the Guild's
character more closely to the Waterdeep: Waterdeep hideouts and hang outs, you've managed to avoid
Dragon Heist storyline. Find the one that any unpleasant reunions with your ex-colleagues, up until
corresponds to your player's background , or now. The only person you'd be happy to see again is a guy
choose one - or more - that suits your PC best. called Jenten, who you got on well with. For a tough guy, he
Once you have chosen, check with your DM had a good sense of humour. You're pretty sure he'd be happy
that this hook will work for them too! to see you too...

Acolyte Busted For Burglary

After pulling off several high profile robberies, you were well
Whatever happened to Primrose? on your way to an early retirement, until a certain blundering
When you were a young novice, you studied at your temple Barnibus Blastwind got on your case. This meddling, self-
with another acolyte, known to all as Primrose, on account of styled 'detective', produced such compelling evidence against
the fact that her mother would always bring flowers to the you, that even the Magister you bribed couldn't ignore it. You
temple. She was not the best nor brightest student, but she were summarily flogged and sentenced to one year in a cold,
was like an older sister to you, standing up for you against a damp, dungeon cell with nothing but two bowls of rotten tripe
temple bully, while also introducing you to 'grown up a day to feed on. Wouldn't it be great to knock that
pleasures' like drinking honeywine and smoking pixie's sententious so-and-so down a peg or three, or perhaps expose
delight. She was eventually thrown out of the temple for her a skeleton in his closet? No one is that squeaky clean, after
rebellious behaviour. You always wondered what happened to all.
her.
Criminal Spy
Charlatan In Debt To The Zhentarim
You Won A Vial of Poison... You've been employed by various members of the Zhentarim,
...and pissed off a drow in the process. You won your prize on more than one occassion, to spy on lords and low lifes
during a game of Three Dragon Ante, after the drow in alike, and as such you've built up a small network of contacts
question ran out of money and was forced to wager amongst the Black Network. So when you needed 200 gp in a
something more valuable. Well built and wearing a hurry, to settle an old score, it was to the Zhentarim you
permanent snarl, he was angry enough at the loss to accuse turned - after all, you figured you could quickly earn the
you of cheating. When he stood up to leave, he placed the money back in the field and pay back the debt. A recent street
venom in front of you and said: "next time we meet, I'll be fight, however, left you unable to work for several months and
sure to fire some of this straight into your heart." Technically- you're now stony broke. Hopefully your criminal colleagues
speaking, you did cheat, but what was a foreigner like him won't be pissed off if you delay payment for just a few more
going to do in front of everyone? Characters like that never weeks...
hang around, and he's probably left Waterdeep by now.
You Conned A Noblewoman
Entertainer
About six months ago, you heard on the grapevine that a A Heckler Humiliated
noblewoman, who simply called herself Y., was paying good During one of your less inspired performances in The
money to anyone who could reveal the identity of any of Yawning Portal tavern, you were heckled by a thuggish half
Waterdeep's Masked Lords. You set up a meeting and orc who told you to: "stop squealing like a half-gutted pig".
presented her with several letters demonstrating "beyond Never one to take an insult lying down, you ad-libbed a song
doubt" that Jelenn Umbrusk is one of the city's faceless that called into question both the beauty and brains of the
rulers, claiming 250 gp from her in the process. The letters of heckler, causing the tavern's patrons to roar with laughter.
course were forged. The half orc didn't take their eyes off you for the rest of the
night, their gaze of hate burning into the back of your head, as
Criminal you contemptuously ignored them.
Bye-Bye Beholder
Once upon a crime you used to run with the Xanathar Guild.
Your friend, Zilo, got you involved, and to begin with you loved
the adventure, and fast rewards, that the criminal underworld
offered. But when Zilo got butchered by the boss for botching
a mission, you discovered how brutal operating on the wrong
side of the law can be.

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Put It On The Tab! Guild Merchant

During a particularly long and raucous night in The Yawning
Portal tavern, you offered every geek and sundry a flagon of A Business Debt
Shadowdark ale (the best brew in the taproom), at regular You borrowed 400 gp from the Cassalanters, a noble family
intervals throughout the night. You were in high spirits and, to who engage in money lending, one year ago to start your
begin with, you earned back the money you spent by singing trading business. By the terms of your loan, you now owe
for tips. However, as your performances became more them 480 gp, but wheeling and dealing is not as profitable as
slurred and the tips fewer, you kept buying rounds with the it seems... not when wagons break, horses go lame, and staff
same reckless abandon, telling Durnan the proprietor to "put and guards need paying. You've managed to accrue 200 gp of
it on the tab". Long after midnight you stumbled out of the what you owe them. Still it's been a long while since their
bar, forgetting to pay, and somehow evading the watchful eye accountant has been in touch, and 480 dragons is small
of the landlord. Oh well, he's probably forgotten about it by change to them. Perhaps they've written off the debt.
now.

Entertainer (Gladiator) Hermit

A Cosmic Portent
Fighting Pit Rival
During intense meditation that lasted several days, you
Some tenday ago, you were invited to compete in a show fight detected a disturbing, diabolical change in the cosmos that
in an illegal fighting pit in the cellar of a Dock Ward tavern. portended the death of 100 innocent people in Waterdeep.
The guy you were fighting was an ugly brute, with a broken The visions you had featured a noblewoman crying at the
nose and a pale bald pate that was covered in blue eye stroke of midnight, and people in golden masks throwing
tattoos. From the way he looked at you as he walked into the bodies on a huge cauldron of fire, while a demonic figure
ring, it was obvious he thought he'd won already. He must counted them. The demonic figure had a cruel, lascivious
have felt more than a little stupid when you knocked him out human face with two horns on his forehead. You have
with almost your first punch. travelled to the city in the hope of realigning the cosmos and
preventing these tragic deaths.
Folk Hero Hlam-Fisted
Thugs Sent Packing Upon hearing tales of the mighty Hlam, the grand master of
Your once quaint village in Undercliff has slowly become the Order of the Even-Handed, you travelled to his cave on
more dangerous over the last few years, as enterprising Mount Waterdeep, hoping to benefit from his wisdom. After
criminals from Waterdeep look to conduct their business free entering the cave, you found him meditating in the lotus
from the beady eye of the City Watch. When a group of thugs position and you offered to be his apprentice. In response, he
started harrassing your elderly father, along with other slowly stood up and then battered you with flurry of blows
farmers and local business owners, with demands for that sent you flying out of the cave, with several cracked ribs
protection money, you rallied a group of young men and sent and two less teeth. He then turned around and walked back
them packing with their tails between their legs. Virtually any into his cave, without saying a word.
denizen of Undercliff will stand you a drink in their local tap
room. Noble
Guild Artisan Embarrassing Youth
Professional Rival Your family was great friends with the Rosznars, and when
you were young you used to play with their daughter Ezzy. Or,
Ever since you went into business in Waterdeep, a certain more precisely, you used to mercilessly tease and bully her.
member of your guild has tried to thwart you. First they tried On one occasion, a large family wedding, you took great
to block your entry to the guild, and when that didn't work pleasure in pouring mead on her dress and yelling: "Look
they tried other means to run you out of town. At every step of everyone! Ezzy has wet herself!" Everyone believed you. You
your way, you are dogged by nosy inspectors and overly feel bad about it now, but in your own childish way you were
fastidious Magisters, who seem hellbent on throwing just trying to flirt with her. No doubt she's forgiven you by
bureacratic obstacles in your way and finding legal now.
irregularities in your business. Sooner or later you're going to
have take action against your rival.

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A Noble Rival You're The Unlikely Co-Author of

If there's one person you really can't stand in the whole city a Guide to Monsters
its that Renaer Neverember. How the son of a traitor can Your life patrolling the hills, plains and forests of the realms
continue to swan around Waterdeep like he owns the place, hasn't put you in contact with many city folk, and those you
you have no idea. While others call him good-looking, well- have encountered mostly filled you with contempt. Recently,
educated and a bon vivant, you consider him wan, artificial you had the misfortune to be employed as a guide by a
and boorish. Sure he's good with a sword, but anyone can garrulous, overweight fellow called Rolo (or some similarly
excel in fencing if they have time to practice every day thanks ridiculous name). For someone who couldn't swing a sword,
to daddy's embezzled riches. If someone were to ask your and was no great magic user either, he had an incongruous
opinion, the city should seize his family mansion and make it fascination with monsters. He paid you to lead him through a
public property. fetid swamp to the lair of a catoblepas, but the minute the
creature showed its face he ran like a whelp in the opposite
Bad Press direction. Later he asked you everything you knew about the
The editor of the Waterdeep Wazoo, Gaxly Rudderbust, ran a beast and wrote it down word-for-word in a heavily-annotated
lengthy exposé on your family history, using public records as scrapbook he carried with him everywhere. He was so
'evidence' that you are descended from the bastard son of a pleased by what you could tell him regarding the beast's
Lord's mistress and that you should not be considered part of eating, mating and other behavioural habits, that he didn't
society's aristocratic fabric. The piece was clearly paid for. bother tracking down any more of the monsters in the region
- he simply quizzed you about the critters instead.
Noble Knight Sage
Pledged to the Cassalanters
Blacklisted from Blackstaff Towers
Powerful, beautiful, noble... ever since you saw Ammalia
Cassalanter at the annual Spring Joust tournament, held at You studied for many years at the Blackstaff Academy, at the
the Fields of Triumph, you understood that she is a woman invitation of the 6th Blackstaff, Samark Dhanzscul. However
worth fighting for. You won the debutants' joust, and when Vajra Safahr became the seventh to bear the title, she
dedicated your victory to this vision of elegance. She has was left unimpressed by your "unoriginal and uninspiring
since blessed you with her patronage, and in return you have methodology". She turfed you out of the academy and told
agreed to serve her in times of need. You hope she will call on you to gain some life experience, to see some more of the
you soon, so you can prove your valour. A married lady, it goes world first, before wasting any more time in studies that
without saying that yours is a chaste devotion... weren't benefitting anyone. Naturally, you felt victimised by
her decision and hated her for it. She was clearly trying to
imprint her authority in her new role, at your expense.
Outlander
Marked By The Law Sailor
You have barely spent any time in Waterdeep, but almost She Left You in Luskan
immediately after your arrival you managed to get into a
drunken street brawl with a group of thugs who were Many years ago you fell in love with a young, spirited and
harrassing people in a Dock Ward tavern. When the City troubled female drow, who called herself Fel. A misfit in her
Watch tried to arrest everyone involved, your blood was up society, one who abhorred the cruel matriarchy of her race,
and you were in no mood to go quietly. You punched a she had fled the Underdark and found work on the same ship
sergeant in the face, knocking him flat out unconscious and as you, bound for Luskan. After docking, she slipped away
shattering his nose. You were promptly clubbed into without saying goodbye. For weeks you searched the city but
submission by his colleagues and hauled into a cell at the finally you ran out of money and were forced to leave Luskan
nearest courthouse. The half-elven Magister who presided with the next ship that offered you work.
over your case let you off the assault charges due to the fact
that you were trying to protect law-abiding citizens. He did Sailor Pirate
warn you however that: "unlike whatever savage backwater it
is you said you come from, we don't tolerate violence in You Crossed Driftwood Bones
Waterdeep. If I see you in this court again, I won't be so You were part of the crew aboard the pirate vessel,
lenient." Barracuda, when it successfully assaulted the merchant ship,
the Silk Purse, several months ago. Seven members of the
pirate gang, including two friends of yours, died in the attack,
while the captain, Driftwood Bones, refused to share the
booty evenly. Crew unrest soon led to outright mutiny, and
Bones was set adrift in a rowing boat, some fifty miles off
shore from Waterdeep. Whether he drowned, starved or got
eaten by sharks, it's all the same to you.

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Soldier More Background Hooks

A Wardragon Welcome The following hooks are not tied to any particular
background.
Your father fought side by side the formidable frame of
Meloon Wardragon in defense of Waterdeep several times Just A One Night Stand?
over, and the pair were fast friends. Now that you've decided
to make your way in the world, he has written a letter of You were drinking in the Silver Scabbard tavern (or the
introduction commending you to Wardragon's service. A Silver something at any rate...), when you met a flirty,
servant of the goddess Tymora, Wardragon is highly thought somewhat volatile, actress called Jaylin (...at least you think
of in Waterdeep and has contacts in both the City Guard and that was her name!). The opening night of Jaylin's new play
the City Watch. Your father is sure he will find good use for had been a roaring success and she was out celebrating with
your skills. other cast members when you crossed paths. You ended up
at her place, but didn't stay for breakfast as you had to "see a
Expelled From The City Guard man about an owlbear". You never did turn up to the Pink
Flumph theatre to watch her perform.
From the day you joined Waterdeep's famed City Guard,
Sergeant Yafeera hated your guts. She made it her mission to No Word From Nerare
make your life in the Guard a misery, always giving you the
dirtiest jobs and never missing a chance to put you down in Several days ago you met a swashbuckling young nobleman
front of the troops. When you suspected she was engaging in at a festhall in Castle Ward, who introduced himself as
illegal behaviour with criminal gangs you confronted her. The Nerare. You have since embarked on a whirlwind love affair.
next thing you knew you woke up bloodied and bruised in a In fact, you were supposed to meet him last night at a coffee
holding cell. Yafeera claimed she had caught you stealing house on Virgin's Square but he didn't turn up. Things were
from the barracks, and you were flogged and sentenced to going so well between you, you really hope this isn't his way
two years hard labour. Now you've returned to Waterdeep. of calling things off.

Urchin A Crush on Bonnie

That waitress, Bonnie, at the Yawning Portal tavern is so
A Beating You'll Never Forget dreamy! How you would love to take her away from this filthy
You'll never forget the night, many years ago, when you ran town and start a family of little auburn-haired munchkins in
into a slack-jawed young thug stumbling out of tavern. The the country. It's true, she has never paid much attention to
dead-eyed beefcake beat you to within an inch of your life for you, but you figure that's just because she's always busy,
the temerity of brushing into him, and left you in the snow to being run into the ground by that miserable, money-grabbing
die. If the City Watch hadn't stumbled across you and taken landlord, Durnan. You're sure if you had some time to get to
you to the Hospice of St. Laupsenn you probably would have know her, something magical could happen.
done. If you ever see that face again you'd have trouble
controlling yourself. A Strange Shipmate
A few months ago you took a ship from Thay, across the Sea
Missing Rosky of Fallen Stars. Most of the passengers were merchants, but
Life on the streets is tough, but having a friend or two around you recognised one as a Red Wizard. Fascinated by her
to share the hard times with you has always made it bearable. shaven head, her curious tattoos and the alluring power she
That's why it hurts that you haven't seen your little halfling exuded, you couldn't resist sneaking into her cabin to snoop
friend, Rosky, for nearly a month now. Recently he'd been around. Amongst her belongings you found a ring with the
spending a lot of time with a character called Kelso (another letter M engraved on it, and on a whim you decided to pocket
halfling - but one that you wouldn't trust with a single nib!), it. Just as you were about to leave she returned. Seeing you
but you never thought he would desert you for such a sketchy she calmly shut the door and whispered something in a
lowlife and his gang. language you didn't understand. After several hours of
obeying her every command, you woke as if from a dream and
ran as fast as you could from out of the cabin, the sound of
her laughter chasing after you. The strange thing is, you
could have sworn you saw her again a week ago, here in
Waterdeep, in the Southern Ward, wearing a black cloak. She
had her hood pulled up close, but it seemed like part of her
head and face were now covered in scars. On second
thoughts, it must have been somebody else.

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Credits Afterword
Author: Duncan Rhodes The best DMs, in my experience, use their PCs' back stories
Cover Art: Racta Populous as one of the key driving forces in any campaign. However
Interior Art: Various artists, including Matthew Richmond that's often difficult when playing a published adventure,
and Parker West. when so much of the plot is already determined. The end goal
Layout: Created using The Homebrewery of this product is to personalise Dragon Heist for your
players, creating emotional ties-in with your PCs and the
Copyright adventure's NPC cast, so that the moment a villain steps onto
the stage the stakes are already sky high. I hope it brings
DUNGEONS & DRAGONS, D&D, Wizards of the Coast, plenty of extra enjoyment to the already intriguing
Forgotten Realms, the dragon ampersand, and all other Waterdeep: Dragon Heist storyline!
Wizards of the Coast product names and logos are
trademarks of Wizards of the Coast in the USA and other More Stuff...
countries. This work contains material that is copyright
Wizards of the Coast. Such material is used with permission If you liked this, then you may enjoy some of my other
under the Community Content Agreement for Dungeon publications, which you can read about over on the DM's
Masters Guild. All other original material in this work is Guild, such as my bestselling Esquiel's Guide to Magic
copyright 2018 by Duncan Rhodes and published under the Weapons.
Community Content Agreement for Dungeon Masters Guild. Aside from writing Dungeons & Dragons supplements, I
Any distribution, reproduction or unauthorized use of the am the blogger behind Hipster & Dragons, where I post once
material contained herein is prohibited without the express or twice a month about all things D&D, with tips for players
written permission of Wizards of the Coast and Duncan and DMs alike, and other roleplaying chatter. If you want to
Rhodes. ©2018. stay in contact, do check out the blog and subscribe, or 'like'
the Facebook page of the blog for social media updates.

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