d100 Demands of the Crime Guild

So as high-level fighters become nobles and get to meet kings and stuff thieves gangs increasingly grow. A gang might start with a few followers in a city block and grow to include whole towns or even cities. As you scale up you become in competition with new bigger gangs. Bigger gangs might include multiple settlements and will have vassal gangs who pay them to exist. There should be kingdom-wide gangs or alliances and even international ones. Quite possibly a guild might become a legal authority or a spy agency or even secret police. These tables are nasty crimes not fun crimes so you might need to find creative ways of resolving these if your a fun swashbuckling criminal. Maybe with some help from a wizard. Its ok to kill off a cult for wanting to buy sacrificial victims. Its ok to defy orders and deal with the situation or who tried to make you do nasty stuff.

These are odd jobs some higher-up or ally needs from your high-level gang leader or guild leader. They might also be presented to the boss by their main advisors and followers. If your adventurer crime lord is a good guy they might have to come up with nicer solutions to the mission and that is fine. Powerful gangs have to balance the fact they must prey on their own kind so they learn to live with it but not so much everyone unites to destroy crime.

As a thief rises in levels it also improves their street cred from a single block or street gang all the way to the inner circle of a crime family. Lawful gangs are more hierarchical often with families, chaotic are more fluid and change more. Lawful gangs like the state and want to use its apparatus preferring the status quo. Chaotics are like when the system fails and breaks under pressure and change. Evil gangs are more malicious, neutral gangs are more interested in survival and self-interest, and good gangs usually are trying to help and are less concerned with violence and profit

d12 Typical Crime Organisation Types by Alignment
1 Chaotic Evil bullies favour armed robbery, banditry and vice. Such gangs often burn out with street violence or uniting everyone to finish them off. Leave no witnesses and spread terror

2 Evil malicious, sadistic thugs favour assassination, kidnapping, slavery and extortion. Hated and feared by everyone but occasionally employed for those skills

3 Lawful Evil favours secret influence, bribes, corruption, blackmail, ransom, gambling and moneylending. Like to have influence over trade, business and nobility. Prefers debtors to slavery and operates black markets

4 Chaotic Good revolutionaries redistribute wealth from rich to poor and reject the crown, crimes that harm the elites often banditry or luxury goods, or returning stolen produce of the poor. Destabilising the state to replace it is a long-term goal to establish a new system or ruler but these details are a bit fuzzy

5 Good operates as a secret aid organisation helping the downtrodden and persecuted perhaps even aiding non-humans or outlawed cults, they steal and commit crimes to aid their desperate cause and avoid being noticed or harmed, preferring to rob those responsible for harming their cause. See themselves as above other criminal motives

6 Lawful Good are cult-like and rejects the current system, imposing its own more severe code, necessity sometimes dictates secrecy, law-breaking or violence for the cause

7 Chaos are high-risk ungovernable favouring illegal gambling, fraud, coin clipping, numbers rackets, and rigging sports results. Destabilising the state helps their methodology. Tolerate mutants and many outcastes

8 Balance seeks to moderate strong influences of excessive law or chaos. By methodically performing their crimes to sustainably profit and many operate as crooked merchants who skim wealth but not enough to notice. Will engineer markets and shortages one day and the next will report rival guild secrets to the state 

9 Law is a rigid cult-like secret society whose purpose is to root out corruption, incompetent officials and threats to the state that the current rulers don't see. Criminal actions are always dedicated to harming their enemies or chaotic influences they don't approve of. They obey a more perfect order than grubby flawed humans can impose so will commit crimes of necessity more than greed. They may seek power and influence but as a means to an end not its own sake or pleasure or self-interest. The money taken from enemies is for the cause, not the self

10 Neutral really just wants money to avoid getting caught or noticed and prefers smuggling, burglary and pickpockets. Many base members are beggars and street urchins who can act as informants. In some ways, they are one of the most common types but cashed-up members tend to move to another type 

11 Mix two different results from above roll a d10 

12 Mix three different results from above roll a d10

11 and 12 may represent different major factions and if factions to different they need a reason to cooperate

d20 Other Crime Organisation Features
1 Reputation with the people d2 1=feared and shunned 2=reveared and helped

2 Some members are influenced by a dangerous cult

3 Have links to an institution d4 1=merchant clan 2=noble family 3=temple 4=school

4 Have a secret smuggling route for gang secret projects

5 Owns and influences many legitimate businesses 

6 Have international trade connections and allies 

7 Have a vast network of spies and informants among commoners and servants

8 Employ secretive feared assassins with a famous calling card

9 Employs network of bards for influence and information

10 Employ alchemists for guns, drugs, booze, bombs, potions and poison

11 Many are members of a recognised religion that helps thwart enemy divine divination by meeting and plotting in shrines and making crimes the business of their god 

12 Works with outlaw wizards and magicians
13 Gang members have oaths of obedience to some supernatural entity and have unusual boons including abilities and items

14 A spirit aids the gang d4 1=protects stash of loot 2=haunts house entry to hideout 3=poltergiests protect hideouts 4=spectral guardian of secret doors
15 A petty godling has an interest in the gang and keeps tabs on them
16 Some gang members are not really human d4 1=doppelgangers 2=changelings 3=outer planar being 4=undead (ghoul graverobbers?)
17 Friendly with some species of animal or monster useful as a guard or pet
18 Friendly with some humanoid species d4 1=goblinoids 2=abhuman beast folk 3=orcs 4=demihuman (d4 1=elf 2=gnome 3=dwarf 4=
19 Has agents and allies in the Underland and know secret passages to the deep
20 Has allies in a secretive aquatic species who help you move goods across water unseen

d10 Commands Types
1 Expand operation

2 Black markets

3 Extortion

4 Law & order

5 Gang Factions 

6 Cult conflicts 

7 Diplomacy

8 Gang war

9 Comunity values

10 Incredible heist

d100 Commands of the Crime Guild
01 Absorb a weaker crime gang d4 1=beggers 2=burglars 3=bandits 4=thugs

02 Train a bunch of orphans to be future gang members and give them jobs

03 Kill or recruit a youth gang of street thugs or rural bandits

04 Eliminate a rival gang leader then seize their operation

05 Expand a gang chapter into a new settlement

06 Develop a new way of fleecing the rich or take over some amateur racket doing that

07 Take over local markets for d4 1=assasins 2=

08 Infiltrate or pay of civic officials of d4 1=town hall 2=prison 3=millitary 4=judge

09 Keep out a foreign crime organisation attempting to move in

10 Increase extortion revenue or threaten a new industry
11 Establish a new black marketplace and supply the muscle

12 Establish a criminal craft shop d4 1=forger 2=jewler 3=painter 4=locksmith

13 Develop a smuggling route for tax-free criminal goods 

14 Establish a front for stolen goods d4 1=pawn shop 2=scrap dealer 3=general store 4=used livestock dealership 

15 Recruit slavers for kidnapping hostages and selling people who owe you

16 Establish an exotic alchemical expert on one of these fields d4 1=gunpoweder 2=potions 3=poison 5=incendiaries

17 Bribe a civic official to work with a development scheme of the settlement

18 Get more drug pushers on the street to compete with foreign black lotus gangs 

19 Hold a fabulous feast to get the commoners on the side

20 Create a fabulous event for elites like a party or ball to get access to upper society 

21 Kidnap a person and blackmail their loved ones for money or influence

22 Kidnap a bard who keeps blabbing, a few years should silence them

23 Kill a number of gang rivals as a threat to organisations questioning you

24 Shakedown new merchants for money for protection

25 Try and entrap officials with vice then blackmail them

26 Use your gang sign graffiti all over your territory to spread terror 

27 Torture and kill someone who wronged your organisation and leave them in public

28 Blackmail a wizard into aiding the gang with magic items

29 Launch an attack on a non-affiliated gang and demand they join you

30 Capture the family of a retired gangster to make them join you
31 Kill a nosey watchman who refuses bribes

32 Kill the leader of the taxman's guards

33 Try to blackmail or influence a troublesome bailiff serving a judge

34 Place agents in the militia so that eventually they belong to you

35 Deliver beatings to various nightwatchmen off duty to show they could kill them

36 Stop a church orphanage from recruiting from our child gangs

37 Kill a priest who is to act as a witness in a court case using forensic divination

38 Kill an outspoken merchant complaining about local crime publicly to officials

39 Try to influence nobility or their bastard offspring with debt or vice

40 Eliminate a sheriff and their deputies for being too efficient and dedicated, try and help incompetent or corrupt replace them

41 A faction of your gang plot against you

42 Factions within your gang are feuding which might be a problem or useful

43 Several key followers have had a feud and are developing rival factions that need to be stopped

44 Some rival gangs have been giving stuff to some of your followers

45 One of your followers has been kidnapped by a rival faction

46 Some of your followers still loyal are also members of a cult

47 Some non-humans are interested in joining your gang as a new separate faction

48 You have reason to believe a secret policeman has joined your gang at some point and are feeding information to the crown

49 A faction of your gang has become rich and living like flashy jerks in public and lording it over working criminal classes

50 A faction of your gang complaining about loyalty and efficiency of another faction
51 A cult wants to help to steal corpses and to sell grave goods so cut a deal

52 Cultists will pay regularly for sacrificial victims for their VIP rituals

53 Cultists murdering people and some who belong to you

54 Cult becoming popular in criminal classes - eliminate or support it?

55 A murder cult offer to kill for your organisation

56 A rat cult-based gang are spreading influence and vermin and plague

57 A ghoul-based cult are scaring off grave robbers and criminals from using graveyards by night

58 A cult are stealing corpses for an undead sweatshop and even murdered a few extra people to get more bodies

59 A hidden vice club has become under the influence of a demon sex cult

60 Uncover a cult of well-off townsfolk you could blackmail or report for reward
61 Arrange a gang meeting and try to cut a prosperous new deal and truce

62 Cut a good drug deal with the mysterious black lotus nation from over the sea

63 Someone killed a member of your gang and performed speak with dead on the corpse, a necromancy cult is cutting in on your operation

64 Unite with another gang so both can destroy a gang or cult a threat to both

65 Meet with a pirate leader to spread your gang to the waterways

66 Foreign agents wish to pay you for services and want to meet you urgently 

67 Foreign gang wish to cooperate with you for a profit

68 Secret meeting with agent of the crown who will offer concessions or release prisoners if you perform a favour 

69 Meet an agent of the underland kingdoms of the deep for trade

70 Humanoid species are sneaking into urban areas to steal what rightfully is the guild and stirring up the watch. Meet them and discuss business and territory or eliminate them. They might come from the Underland
71 A rival gang burns down a building under your protection

72 A rival gang has started killing your gun members

73 A youth gang have been trying to extort shopkeepers who pay you protection

74 Rivals have a pet town councilman to  

75 Rival gang use corrupt officials to trouble your organisation

76 Rival gang want to redefine borders

77 Rival gang want a peace treaty

78 Rival gangs want to meet to talk about dealing with the law, possibly a grab for power

79 Rural bandits have been visiting the city and doing crime in your turf then fleeing

80 You catch a faction of a neutral or friendly crime guild trying to fake evidence to start a war with another guild or the law in some plot
81 Give lots of money and food to the poor to buy commoner favour vs the law

82 Put on a spectacle feast or festival or games event

83 Cooperate with local gangs to aid the population dealing with some community drama d4 1=monsters 2=plague 3=inquisitors 4=foreign gang

84 Make a donation to the church and make a big show to the mob

85 Open a soup kitchen for the poor and use it as a fence organisation and place to recruit from

86 Pay off or bribe or silence some witnesses who are about to give a legal testament

87 A judge in pay of a rival cartel needs to be eliminated but you can't get the blame or you'll get the wrong fame from the public

88 Give hams to all the local widows for popular support or some similar scheme

89 Help war veterans and recruit the best as goons for gang uses

90 Help fund an orphanage so you can find future gang members and people grateful to your mob and stop orphanages from snatching your youngest members
91 Noble has a fancy new jewel and various criminals all desire it

92 A shipload of drugs belonging to the black lotus guild has been identified, would be a shame if something happened to it

93 A growing new cult has a fabled jewel in their shrine guarded by a monster

94 A powerful wizard has made a magic item and claims it cannot be stolen from his tower

95 In the crown clan family castle there is a vault with the previous set of royal regalia and a crown in the old style but still worth a fortune

96 A evil miser died and has took all their wealth with them to the grave while commoners starve, perhaps this injustice could be corrected

97 A mountaintop dragon lair has been attributed as the location of a lost relic the church would pay a huge ransom for

98 A petty god got drunk and blabbed about a magic item they buried under the city in a trap-filled death maze

99 The church have contacted crime guild heads and wants someone to recover an item through a portal to another plane and offer a huge amount of church credit in spells 

100 A powerful wizard needs a gang of master thieves to aid him in stealing another wizards spell book because he wont share