Characters:
Level 2
Captain Scarbelly, Terror of the High Seas: CE Male Orc Swashbuckler 3
Emerald Claw Soldier: LE Human Warrior 3
Fewmaster Toede: LE Male Hobgoblin Fighter 4
Cultist of the Dragon Below: CE Human Adept 5
Scarlet Brotherhood Monks, because even medieval fantasy games need white supremacist villains: LE Male Human Monk 6
Emerald Claw Soldier: LE Human Warrior 3
Fewmaster Toede: LE Male Hobgoblin Fighter 4
Cultist of the Dragon Below: CE Human Adept 5
Scarlet Brotherhood Monks, because even medieval fantasy games need white supremacist villains: LE Male Human Monk 6
Bobby the Barbarian: CG Male Human (Small Size) Barbarian 7
Diana the Acrobat: NG Female Human Thief-Acrobat 6/Swashbuckler 1
Eric the Cavalier: N (NG later on in the series) Male Human Knight 7
House Thuranni Assassin: CE Elf Assassin 7
Presto the Wizard: NG Human Male Wizard 7
Scion of the Goblin Empire: LE Hobgoblin Marshall 6 /Legendary Tactician 1
Sheila the Thief: NG Female Human Rogue 7
Annah of the Shadows: CN Female Tiefling Fighter 4/Rogue 4
Hank the Ranger: NG Male Human Fighter 8
Milton Drac, Evil Genius: CE Male Human Cleric 8 (The Unspeakable One, aka Hastur)
King Obould Many-Arrows, Chosen of Gruumsh: CE Male Orc Barbarian 5/Fighter 4
Diana the Acrobat: NG Female Human Thief-Acrobat 6/Swashbuckler 1
Eric the Cavalier: N (NG later on in the series) Male Human Knight 7
House Thuranni Assassin: CE Elf Assassin 7
Presto the Wizard: NG Human Male Wizard 7
Scion of the Goblin Empire: LE Hobgoblin Marshall 6 /Legendary Tactician 1
Sheila the Thief: NG Female Human Rogue 7
Annah of the Shadows: CN Female Tiefling Fighter 4/Rogue 4
Hank the Ranger: NG Male Human Fighter 8
Milton Drac, Evil Genius: CE Male Human Cleric 8 (The Unspeakable One, aka Hastur)
King Obould Many-Arrows, Chosen of Gruumsh: CE Male Orc Barbarian 5/Fighter 4
Count Strahd Von Zarovich: CE Male Human Necromancer 5/Vampire Count 5 (Prohibited Schools: Abjuration and Illusion, Wizard Caster Level 8, Tome Vampire Template: Dark-minded and Unliving Subtypes)
King Boranel ir’Wyrnan: CG Male Human Samurai 5/Fighter 1/Dungeon Veteran 2/Legendary Strategist 2
Meepo, Dragon with a Shotgun: LE Male Kobold Fighter 5/Dragon Disciple (Brass) 5 (augmented Dragon)
Meepo (Alternate Build): LE Male Kobold Fighter 7/Half-Dragon (Green) 3
Verminaard, Red Dragon Highlord: LE Male Human Cleric 8/Legendary Strategist 2
Captain Jacob Lydon, Friendly Neighborhood Pirate: CG Male Human Swashbuckler 11
High Wyrmlord Azarr Kul: LE Male Hobgoblin Cleric 8/Half-dragon (Blue) 3
Finn, Crime Boss of Freeport: N Male Halfling Assassin 12
Lord of Blades: LE Warforged Gadgeteer 12
Murlynd, Gunslinging Cowboy Paladin of Heironeous: LG Male Human Paladin 1/Wizard 1/Eldritch Knight 10
Rudolph Van Richten: LG Human Male Rogue 3/Fighter 9
Venger, Master of Evil: NE Male Human Warlock 8/Master of Snake Mountain 5
Tanis Half-Elven (at the end of the original Chronicles): NG Half-elf Male Marshall 9/Legendary Strategist 5
Tasslehoff Burrfoot, Precursor to 28 years of Kender PC Madness: NG Male Kender Rogue 14
Valeros: NG Male Human Fighter 14
King Boranel ir’Wyrnan: CG Male Human Samurai 5/Fighter 1/Dungeon Veteran 2/Legendary Strategist 2
Meepo, Dragon with a Shotgun: LE Male Kobold Fighter 5/Dragon Disciple (Brass) 5 (augmented Dragon)
Meepo (Alternate Build): LE Male Kobold Fighter 7/Half-Dragon (Green) 3
Verminaard, Red Dragon Highlord: LE Male Human Cleric 8/Legendary Strategist 2
Captain Jacob Lydon, Friendly Neighborhood Pirate: CG Male Human Swashbuckler 11
High Wyrmlord Azarr Kul: LE Male Hobgoblin Cleric 8/Half-dragon (Blue) 3
Finn, Crime Boss of Freeport: N Male Halfling Assassin 12
Lord of Blades: LE Warforged Gadgeteer 12
Murlynd, Gunslinging Cowboy Paladin of Heironeous: LG Male Human Paladin 1/Wizard 1/Eldritch Knight 10
Rudolph Van Richten: LG Human Male Rogue 3/Fighter 9
Venger, Master of Evil: NE Male Human Warlock 8/Master of Snake Mountain 5
Tanis Half-Elven (at the end of the original Chronicles): NG Half-elf Male Marshall 9/Legendary Strategist 5
Tasslehoff Burrfoot, Precursor to 28 years of Kender PC Madness: NG Male Kender Rogue 14
Valeros: NG Male Human Fighter 14
Drizz’t Do’urden: CG Male Drow Barbarian 5/Fighter 11
Eclavdra, Favored High Priestess of Lolth: CE Female Drow Cleric 11/Defiler of Temples 5
Jack Chick: LE Male Human Ex-Cleric 1/Fighter 6/Ur-Priest 9
Artemis Entreri: NE Male Human Fighter 12/Assassin 6
Warduke: CE Male Human Fighter 18
Mordenkainen: N Male Human Wizard 8/Seeker of the Lost Wizard Traditions 7/Archmage 5
Raistlin Majere, The Angst, It Burns!!!: NE Male Human Wizard 6/Seeker of the Lost Wizard Traditions 7/Loremaster 7
The Kingpriest of Istar, Bright, Shining Beacon of Oppressive Authoritarianism: LG Male Human Cleric 10/Celestial Beacon 10
Ariakas, Emperor of Ansalon, Scion of Tiamat: LE Male Human Wizard 6/Fighter 1/Eldritch Knight 10/Arcane Strategist 6
Elminster of Shadowdale!: CG Male Human Fighter 1/Rogue 3/Cleric 4/Wizard 3/Eldritch Knight 10/Mystic Theurge 10/Arcane Trickster 4 (Wizard caster level 25, Cleric caster level 14)
Eclavdra, Favored High Priestess of Lolth: CE Female Drow Cleric 11/Defiler of Temples 5
Jack Chick: LE Male Human Ex-Cleric 1/Fighter 6/Ur-Priest 9
Artemis Entreri: NE Male Human Fighter 12/Assassin 6
Warduke: CE Male Human Fighter 18
Mordenkainen: N Male Human Wizard 8/Seeker of the Lost Wizard Traditions 7/Archmage 5
Raistlin Majere, The Angst, It Burns!!!: NE Male Human Wizard 6/Seeker of the Lost Wizard Traditions 7/Loremaster 7
The Kingpriest of Istar, Bright, Shining Beacon of Oppressive Authoritarianism: LG Male Human Cleric 10/Celestial Beacon 10
Ariakas, Emperor of Ansalon, Scion of Tiamat: LE Male Human Wizard 6/Fighter 1/Eldritch Knight 10/Arcane Strategist 6
Elminster of Shadowdale!: CG Male Human Fighter 1/Rogue 3/Cleric 4/Wizard 3/Eldritch Knight 10/Mystic Theurge 10/Arcane Trickster 4 (Wizard caster level 25, Cleric caster level 14)
New Weapon: Colt .45 Revolver
New Weapon: Energy Bow
New Weapon: Pump-action Shotgun
New Wondrous Item: Chick Tract
New Wondrous Item: Dungeons & Dragons Roller Coaster Ride
New Wondrous Item: Finn's Cigar Box
Others
New Background: Dungeonborn
Given the huge amount of ancient ruins, monster encampments, and an entire world beneath the surface, it's perfectly plausible to assume that a significant portion of the world's population grew up in dungeons. You were one of these people.
Benefit: You gain a +2 bonus on Knowledge (Dungeoneering) and Search checks, and they are always class skills for you. In addition, you get the ability to automatically roll a Search check when passing by a secret door as though you were an elf. Additionally, you do not need to roll escape artist checks for squeezing through tight passageways when in your dungeon home; you've been through them so many times it's now second nature.