Shadow Thieves

The Shadow Thieves was a secretive and powerful consortium of thieves' guild in western Faerûn that were headquartered in the Amnian city of Crimmor during the 15 century DR, having relocated from their base in Athkatla the century prior. They were formerly the most prominent thieves' guild in Waterdeep, but were routed from the city by the Masked Lady Lhestyn Arunsun. From the early-14 century onward they controlled many of the criminal operations along the Sword Coast, growing into the largest and most prosperous thieves guild in all of Faerûn, with ultimate goal of further increasing their collective influence and wealth.

The organization operated under two oaths, which were written by its first Grandmaster, following their exile from Waterdeep:
 * "The Shadow Thieves would never again be brought so low and disgraced as they were in their exile."
 * "They would take their vengeance upon the city of Waterdeep and the Arunsun family."

Activities
The Shadow Thieves were discreet in their activities, even in Amn where they were known by just about every citizen of the nation. Even the lower-ranked members, who earned their gold as beggars, cut-purses, thugs and fences followed these rules as they went about their daily duties. Even these minor operations allowed the Shadow Thieves to insert itself into the daily lives of Amnian citizens. Thus, a friendly game of chance run by a con artist gamer could lead to higher and higher stakes and a great take of gold for the agent and overall guild.

Many citizens relied upon the manipulative and illicit services provided by the Shadow Thieves. Business people became reliant on their protection rackets, money lenders and the enforcers and thugs they hired out. Politicians and government officials would often hire the guild's spies and burglars to obtain guarded knowledge, or plant false information. The multitude of traders and merchants in Amn received a myriad of unique mercantile opportunities provided by the guild's smugglers and pirates.

The agents of the guild were just as ruthless as they were secretive. If a situation required the use of violence, they would only take prisoners if a person was deemed worthy of capture, i.e. they possessed arcane, political or financial power. The captives were relocated to a safehouse until ransom could be collected or the person otherwise manipulated.

Outlook
Secrecy was the key to the immense success of the Shadow Thieves, an outlook that began with the ruling Shadow Council and spread to every officer, agent and member. Only the upper echelon of the organization knew the full complexities of their hierarchical structure, with individual members only aware of their immediate associates. Members worked exclusively with their known comrades so that could never implicate more than a handful of other thieves. Failure to maintain the secrecy of the Shadow Thieves would cost the guild money, an unacceptable occurrence that was readily punished by death.

The Shadow Thieves highly valued loyalty, wealth and power. The inner circles maintained a familial loyalty, and any member who put the interests of the guild above their personal well in the face of danger would be handsomely rewarded provided they survive. Faerûnians outside the guild who possessed neither riches nor power were seen as expendable, mere tools that could be used to further the aims of the guild. If an outside thieves guild were seen to have some value, they would be brought into the Shadow Thieves either by persuasion or outright force. If they proved to be inept, weak of will or just poor of pocket, they were outright destroyed.

If a ranked member of the Shadow Thieves died, or was removed from power, the existing members of the same rank would put forth candidates and vote upon a successor. If the member left in good standing, their families would be fully taken care for.

Abilities
Individual Shadow Thieves of Amn were skilled combatants, often performing acrobatic feats, evasive dodges, or if-needed, blind-fighting. In addition, they were experts of disguise, subterfuge and infiltration. In the rare instances where they were caught in illicit activities, they were well-equipped to talk their way out of capture and apprehension.

Those capable of arcane or divine spellcasting often focused on the use of spells and magical items that enhanced the agent's stealth, such as invisibility or sanctuary, or provided them with more information, like ESP and speak with dead.

Organization
During the 14 century, the Shadow Thieves were ruled by the 8-person Shadow Council from the city of Athkatla, which in turn was led by the Grandmaster of Shadows. The guild was strongly structured organization, which granted them a level of protection to the organization as a whole.

Anonymity
The power structure of the organization prevented individual members from possessing knowledge of the identity of any other Shadow Thieves save for their immediate superior and the agents who directly worked beneath them. This dynamic allowed members of varying ranks within the hierarchy to work on the same operation, even if in very different capacities.

If an agent learned the identity or goals of a superior, they were often promoted to such a rank that they would work closely with that agent, as a reward for their investigative skills. If the discovery was proven to be a result of egregious error on behalf of the superior, that agent was punished and the uncovering Shadow Thief maintained their current rank.

Hierarchy

 * Shades:
 * The Council divided the guilds area of influence into six territories, or "sects". Six of the council's eight members, referred to as Shades, served as the supreme commander of one of these regions, while the additional two councilors handled foreign intelligence and operations in outlying areas.


 * Cloakmasters:
 * As of 1370 DR, the Shades were each aided by at least two Cloakmasters, whose domain consisted of a region or part of a city whose population did not exceed 10,000 individuals. While typically one Cloakmaster would oversee a rural area and another would administer a large city, larger metropolises were often be divvied up among several of these lieutenants. These officers only reported to their respective Shade and had no knowledge as to the identity of their peers, even if they worked within the same city.


 * Guildmasters:
 * By the year 1372 DR, the number of Cloakmasters within the Shadow Thieves was lowered to 12, each of whom served by ten guildmasters, who autonymously carried out day-to-day activities within their respective branch of operations. For example, one guildmaster would lead all assassinations within their territory, another for burglary, extortion, blackmail, bounty hunting, information gathering, smuggling, piracy, racketeering, fencing, pick-pocketing, street begging, etc.


 * Silhouettes:
 * The officers and agents of the Shadow Thieves were aided by the efforts of the Silhouettes, decoy guildmasters who would feign activities in cities and other areas of high activity. Their primary purpose was to attract attention from rival organizations, spies and city officials so that that guild activities could continue unimpeded. They could also contract outside groups or guilds for individual contracts.

Relationships
The greatest foes of the Shadow Thieves were the Lords of Waterdeep, as they were exiled by the rulers of the city in their early years. They held a near-equal animosity with the Arunsun magical family of Waterdeep for the exact same reason. Rival crime organizations, such as Xanathar's Thieves' Guild in Waterdeep and the Rundeen in Calimshan, offered obstruction to the Shadow Thieves' continued expansion.

It was alleged the Shadow Thieves had some arrangement with the Council of Six, as the merchants of Waterdeep were the main trading enemies of Amn. In truth, the council was fearful of the Shadow Thieves knowing they were powerless to act against the expansive affiliation of thieves. With Grandmaster Rhinnom Dannihyr serving as one of the councilors on the governing body during the mid-1300's, a strong connection was formed between the powerful thieves guild and the government of Amn. By the late 1400's, House Dannihyr permanently held the seat of the Tessarch on the Council of Five and served as the secret masters of the Shadow Thieves.

Areas of Operation
Each of the council's Shades oversaw an individual sect of Amn and the Shadow Thieves' outlying area of influence. The Shadow Council was headquartered in the Shadow House within Athkatla until the Godswar, but was later relocated.


 * Alandor Sect: Athkatla, Crimmor, Purskul, Keczulla, Amnwater and northern Amn.
 * Caravan Sect: Riatavin, Tethyrian Highlands, Erlkazar.
 * Frontier Sect: Esmeltaran, Eshpurta, Hillforts, central and eastern Amn.
 * Sea's Sect: Imnescar, Murann, Trademeet, Velen, Dragon's Neck peninsula and southwestern Amn.
 * Sword Sect: Zazesspur, Port Kir, Mosstone, Wealdath.
 * Wine Sect: Myratma, Darromar, southern and central Tethyr.

Another Shade led operations in Saerloon and gathered intelligence throughout the Heartlands, while another operated from Baldur's Gate and led reconnaissance in the Sword Coast.

A short-lived enclave was re-established in Undermountain, under Waterdeep, sometime in early 1370 DR, ten years after the Time of Troubles. The stronghold was led by the Guild Master Georges who answered directly to the mysterious Grand Master Xabash. That branch of the Shadow Thieves was working closely with a drow force stationed deep in Undermountain, planning the invasion of the City of Splendor.

Formation
The Shadow Thieves were formed as a singular guild by five charismatic rogues and assassins in the city of Waterdeep during the. It functioned as any thieves' guild would for about 40 years, with the power of the group being shared among the families of the founders and their respective allies. In 1298 DR, Lhestyn Arunsun, who operated under the alias of the "Masked Lady", infiltrated the organization and killed four of the group's five founding members.

The surviving senior guild-leader, Carzakh "Deepshadow" Halandir, and the remaining Shadow Thieves escaped from the City of Splendors and went into hiding. It was then that Grandmaster Deepshadow swore the two oaths that the Shadow Thieves operated by for decades. Before he could resettle the guild in the lands south of Waterdeep and the Sword Coast, a reorganization of the group's hierarchy was in order. Feeling they were previously too reliant on actual thieves and hired killers, appointed himself, a trusted assassin and an ally who possessed training in arcane spellcasting as the group's leaders known as "the Three". They began recruiting wizards, priests of Mask and other spellcasters to the guild, allowing them to gather information and influence their contacts by magical means.

Growth
By the early 14 century DR the Shadow Thieves had grown in power so much that the government of Amn was forced to publicly acknowledge their power within the nation. They began construction of their headquarters, the Shadow House, as well as their notorious training complex, the Assassins' Run, within the city of Athkatla in 1303 DR. While many thieves and killers flocked to the guild, the positions of power continued to be reserved for spellcasters. The former wizard Rhinnom Dannihyr quickly ascended within the ranks of the guild under the Three, and by 1311 DR had achieved the title of the guild's Master Spy.

Within ten years, they had taken control of most of the organized criminal activity in Amn, and by 1341 DR had a reach on half the illicit activity reaching from the High Moor down to Athkatla. During the Ten Black Days of Eleint, they infiltrated the cities of Ithmong, Myratma and Zazesspur within the realm of Tethyr. They continued their expansion southward into Calimshan but met resistance with tradition-bound criminals of the desert realm.

Reorganization
During their expanse into the lands of Calimshan the inner circle of the Shadow Thieves increased its membership. The triumvirate known as the Three grew into the Shade Council, whose inaugural members were all assassins who worshiped the Lord of Murders, Bhaal. This ruling body was led by the newly-created title deemed the Guildmaster of Shadows, a post which was filled by Deepshadow.

During the Time of Troubles, on Eleasis 13 in the, the clergy of Myrkul created a mass-scale death spell that killed all the Bhaal-faithful assassins of the Realms in preparation for the Banite ceremony known as the Stealing of Souls, where the Lord of Tyrants would harness the power of their collective life force. Deepshadow and the entire Shade Council were all killed in a single moment. To fill the vacuum of power, sweeping changes came over the Shadow Thieves and a number of lesser agents were promoted in order to fill positions and roles among the guild's upper echelon. Rhinnom Dannihyr absconded his post as Grandmaster of Spies of Athkatla and became the second Grandmaster of Shadows. While fending off a number of murder attempts he again changed the structure of the Shadow Thieves, and moved the organization's seat of power from the Shadow House in Athkatla to an "undisclosed location", beneath the Gilded Rose festhall within the city.

With the heavy losses of their many assassins, the guild lost control of their holdings within Calimshan, leading to the Darkstalker Wars, which nearly completely locked the Shadow Thieves out of the realm.

Domination of the West
The longest-living member of the Shadow Thieves was the Cloakmaster of Dessarin, the necromancer Marune "The Masked". While Marune operated under Kerindra Lynnrenno, the Shade of Baldur's Gate, during the mid-14 century, he had been a key agent of the guild during their years operating in Waterdeep the century prior. In 1370 DR, he unveiled a grand scheme for the Shadow Thieves to attain an unassailable edge over the Lords of Waterdeep, by distributing slippers of shadowwalking to the guild's highest-ranking thieves. These agents could then effortlessly navigate Waterdeep's shadows, beyond the reach of the city's Lords.

As Waterdeep fell on hard times around the, the Shadow Thieves got an opening they were quick to exploit. For over five years, the guild slowly came to dominate criminal activity in the Docks, Southern and Trades Wards while the North Ward of the city was at risk being infiltrated as well.

By the time of the Second Sundering the Shadow Thieves had come under complete control of the Dannihyr family of Eshpurta, who maintained a seat on the Amnian Council of Five.

Appearances

 * Video games:
 * Descent to Undermountain • Baldur's Gate II: Shadows of Amn • Neverwinter Nights 2