Source: State of Hillsfar

Hillsfar is the City of Trade. However, the Great Law of Trade only protects "legitimate" trade, trade that passes through the city's sole gate, which the Red Plumes monitor and tax. And the Great Law of Humanity banishes non-humans from the city altogether. The two Great Laws create great demand and great risk for smugglers, who shepherd illicit goods and non-humans into and out of the city by secret routes. The Rogues' Guild tightly controls all of this activity, taking its cut from sanctioned jobs and exacting punishment for independent jobs.

Perhaps you trafficked Dragon's Breath (a brandy-like liquor) to avoid tariffs, or contraband to avoid seizure, or maybe you are a human who sympathizes with the non-humans and worked as part of the network of secret routes and safe houses that helps them pass through Hillsfar. Either way, you have contacts in the smuggling community who can help you slip into and out of the city unnoticed, for a price.

Skill Proficiencies: Perception, Stealth
Language Proficiencies: One racial language
Tool Proficiencies: Forgery kit
Equipment: A forgery kitValue:15gp Weight:5lbs, a set of common clothesValue:5sp Weight:3lbs, and a pouchValue:5sp Weight:1lb containing 5gp

Feature: Secret Passage

You can call on your contacts within the smuggling community to secure secret passage into or out of Hillsfar for yourself and your adventuring companions, no questions asked, and no Red Plume entanglements. Because you’re calling in a favor, you can’t be certain they will be able to help on your timetable or at all. Your Dungeon Master will determine whether you can be smuggled into or out of the city. In return for your passage, you and your companions may owe the Rogues' Guild a favor and/or may have to pay bribes.

Hillsfar Smuggler Personality Traits

d8 Personality Trait
1 When I'm not smuggling, I gamble.
2 I just love halfling cooking and baking!
3 I party with dwarves whenever I can.
4 I'm a terrible singer, but I love to do it.
5 I was raised to honor Chauntea and still do.
6 The blood sports of the Arena sicken me.
7 I think non-humans are really interesting.
8 I exaggerate the tales of my exploits.

Hillsfar Smuggler Ideals

d6 Ideal
1 Fair. I think everyone deserves to be treated fairly. I don't play favorites. (Lawful)
2 Impulsive. Planning is often a waste of time. No plan survives contact with reality. It's easier to dive in and deal with the consequences. (Chaotic)
3 Curious. I want to learn as much as I can about the people and places I encounter. (Any)
4 Prepared. I think success depends on preparing as much as possible in advance. (Any)
5 Respectful. I think everyone deserves to be treated with respect and dignity, regardless of their race, creed, color, or origin. (Good)
6 Corrupt. I will break the law or act dishonestly if the money is right. (Evil)

Hillsfar Smuggler Bonds

d6 Bond
1 I am loyal to the Rogues' Guild and would do anything for them.
2 I love the city of Hillsfar and my fellow Hillsfarians, despite the recent problems.
3 I admire the elves. I help them whenever I can.
4 A gnome helped me once. I pay the favor forward.
5 I enjoy tricking the Red Plumes at every opportunity.
6 I smuggled agricultural goods for non-human farmers. I try to help them when I can.

Hillsfar Smuggler Flaws

d6 Flaw
1 My hatred for the Red Plumes burns so brightly that I have difficulty suppressing it around them.
2 The Red Plumes caught me once before, and I was branded for my crime. If they catch me again, for any offense, the punishment will be dire.
3 I treat all Hillsfarians poorly. I am disgusted with their failure to revolt against the Great Law of Humanity.
4 I have difficulty trusting strangers. Anyone could be a spy for the authorities.
5 I am greedy. There isn't much I won't do for money.
6 I'm an informant for the Red Plumes. They let me continue my activities, so long as I pass them information about illegal activity in Hillsfar.