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So we have a great tavern district...
The Rickety Razor
The Fat Lady (also does theater)
Drunken Ram
A Druid grove: The Whispering Oak Grove (I'm thinking like a Central Park)
Only One Guildhouse so far for mercenaries...
Leather and Chain
For shops...
Holy Herbs (Alchemy and healing)
The Steel Pig (Butcher, Blacksmithing, and Taxidermist)
So we need a lot more for this settlements.
Trust me, One day you will kick yourself if you don't add to this...

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Heh. You need a Wizard's Tower, a Warrior's Armory, a Guardsman's Barracks, temples to the appropriate gods, a Manufactory, a smelter, a warehouse district, a Bank, a stock market, several inns, four public houses, a butcher's, a grainery (with silo), a cistern or well, a Gaol, a cathouse, a tanners shop, a tailor's shop, a cobbler's shop, a library & scriptoreum, a cartographer's, a wheelwright, a wainwrite, a lumbermill & yard, and several scattered abandoned possibly haunted houses, an isolated dark mansion, a graveyard & mausoleum, and a candy shop.

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Heh. You need a Wizard's Tower, a Warrior's Armory, a Guardsman's Barracks, temples to the appropriate gods, a Manufactory, a smelter, a warehouse district, a Bank, a stock market, several inns, four public houses, a butcher's, a grainery (with silo), a cistern or well, a Gaol, a cathouse, a tanners shop, a tailor's shop, a cobbler's shop, a library & scriptoreum, a cartographer's, a wheelwright, a wainwrite, a lumbermill & yard, and several scattered abandoned possibly haunted houses, an isolated dark mansion, a graveyard & mausoleum, and a candy shop.
Ok so here is hoping we get someone for each of those ITT

Snowbeard |

Noo, I can't. I..won't. Well, maybe just one.
Baudelaire's Bathhouse - what happens here stays here
Tinker's Toys - armor and weapons
Scrapirons Smelter- recycling and refinery
The Gallows - Prison and Courthouse, Guardrooms
Mystique Boutique - Town Clothes, Fine Robes and Lingerie
Harley's Tattoo Parlor - Barbershop
Brimstone's Charnel House - Undertaker and Cemetary
Witch's Brew Coffeehouse
Goodberry Plains - Event locale/Fairgrounds
Hargrave's Humidor - Pipes and Pipeweed
Gygax's Casino - Gambling and Dice Gaming House
Final Notes - Bard Instruments
O'Leary's Potions and Pills
Belladonna's Fine Restaurant and Bakery
The Chopping Block - butcher and leatherworks
Woody's Inn and Brothel
Sneaky Pete's - Thieve's Guildhall
The Tiki Torch - travel agents
TwoBits Auction House
PnP Books - scrolls, books, maps
As the Crow Flies - arrows and bows, fletcher
Family Jewels - jewelry and banking
The Raspy Hinge - woodworking, locks and traps
Gofar Fargo's - Stables and transport
Sole Survivor - fishing tackle
Stitches - leathers, clothing and boots
Trapper John's Outfitters
Green Giant Seeds - farming/gardening supplies
Go Ballistic - siege weapons
Shepherd's Crook - pets and animals
Last Rites - clerical supplies
Blister's - mining supplies
The Glass Eye - art, pottery, sculpture
Khan's Bazaar - Merchants (from hookahs to howdahs, we got it all)
Mojo's Emporium - Mage supplies and wondrous items