Rogue – Guild Master – D&D 3.5
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Guild Master

As the young man made his way inside the thieves guild hideout, many heads turned his way. He knew the risks, but he had to do it. After what the traveling woman had told him about the White Wolf, he had to help. His mark had to be stopped, less the consequences destroy the city – if not, even, the kingdom.
Perhaps it was his idiotic noble ideals resurfacing, or maybe he was just trying to do something right for once in his life. It even could have been that he was a sucker for a pretty face. Possibly just the gold, half in advance and half after the task was complete.
At least the task itself, once he found her was to be simple enough. In any case, he was thinking himself a fool to have become so embroiled in this mess. If it got out that he was here, the consequences for his House would be dire. Or at least more paperwork.
Yet here he stood, in front of a pile of gold and silver pieces upon which a Bastard Sword was raised. A Kobold with draconic wings sat atop the pile, and stared at the nobleman. The Kobold, leader of the Thieves Guild, played idly with his crossbow. A crossbow that was known to be quick to fire, and the temper behind it even quicker to kill.
–“I suspected you would eventually come to me noble scum. You’ve been snooping around a lot lately. Again, even though I had warned you to stay in your place. What kind of idiocy have you found yourself stuck in?”
The young man took a deep breath. Even if the Guild Leader was a Kobold, that needle shooter was vicious, he had to play this out carefully.
–“I may know how to root out the White Wolf for you.”
Silence fell in the chatty hall. The Kobold’s eyes stared at him even more intensely.
-“I’m listening.”
Race
Kobold
Class
Rogue 5/Assassin 3/Thug Fighter 5/Nightsong Enforcer 1/Ronin 1/Spellthief 1/Guild Thief 1/Justiciar of Taiia 1/Ninja 1/Shadow Thief of Amn 1
Ability Scores
Str 8/Dex 20/Con 12/Int 17/Wis 11/Cha 11
Skills
Bluff 4, Disguise 4, Gather Information 3, Hide 10, Intimidate 3, Knowledge(Religion) 6, Move Silently 10
Flaws
Noncombattant, Vulnerable
Equipment
A Hand Crossbow, eventually a buckler, a Chain Shirt
Goal
Hey dawg, I heard you liked Sneak Attacks. So you’re a Winged Kobold who has the highest Sneak Attack I could give it without cheesing too much, and we all know that the guy with the highest sneak attack gets to be the Guild Leader. What do you mean that’a not how that works? Bonus Points by the way because the flavor somehow works all too well? (Dragon Kobold Thief Guild Leader sitting on a pile of gold, don’t you dare tell me it doesn’t fit). Also, bonus for flying ranged sneak attack rogue.
Progression Chart
| Level | Class | HD | Feat | Special | |
| 1 | Rogue | 7 | Dragonwrought , Dragon Wings, Persuasive | Sneak Attack +1d6, Trapfinding | |
| 2 | Rogue | 1d6+1 | – | Evasion | |
| 3 | Rogue | 1d6+1 | Hand Crossbow Focus | Sneak Attack +2d6 | |
| 4 | Rogue | 1d6+1 | – | Uncanny Dodge, Trap Sense +1, +1 Dex | |
| 5 | Rogue | 1d6+1 | – | Sneak Attack +3d6 | |
| 6 | Guild Thief | 1d6+1 | Improved Dragon Wings | Doublespeak, Sneak Attack +4d6 | |
| 7 | Shadow Thief of Amn | 1d6+1 | – | Doublespeak, Sneak Attack +5d6 | |
| 8 | Spellthief | 1d6+1 | – | Sneak Attack +6d6, Steal Spell (0 or 1st lvl), +1 Dex | |
| 9 | Thug Fighter | 1d10+1 | Craven | Sneak Attack +7d6 | |
| 10 | Thug Fighter | 1d10+1 | – | – | |
| 11 | Ninja | 1d6+1 | – | Sudden Strike +1d6, Ki Power | |
| 12 | Thug Fighter | 1d10+1 | Improved Initiative | Sneak Attack +8d6, +1 Dex | |
| 13 | Nightsong Enforcer | 1d8+1 | – | Sneak Attack +9d6, Teamwork | |
| 14 | Justiciar of Taiia | 1d6+1 | Exotic Weapon Proficiency(Bas tard Sword) | Sneak Attack +10d6 | |
| 15 | Ronin | 1d10+1 | Point-Blank Shot | Infamy, Sneak Attack +11d6 | |
| 16 | Assassin | 1d6+1 | – | Death Attack, Sneak Attack +12d6, Poison Use, +1 Dex | |
| 17 | Assassin | 1d6+1 | – | +1 Save vs Poisons, Improved Uncanny Dodge | |
| 18 | Assassin | 1d6+1 | Rapid Shot | Sneak Attack +13d6 | |
| 19 | Thug Fighter | 1d10+1 | – | – | |
| 20 | Thug Fighter | 1d10+1 | – | Sneak Attack +14d6, +1 Wis | |