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Smuggler

Source: (5e 2014).

On a rickety barge, you carried a hundred longswords in fish barrels right past the dock master's oblivious lackeys. You have paddled a riverboat filled with stolen elven wine under the gaze of the moon and sold it for twice its value in the morning. In your more charitable times, you have transported innocents out of war zones or helped guide herd animals to safety on the banks of a burning river.

Benefits

Feature Details
Skill Proficiencies Athletics
Deception
Tool Proficiencies Vehicles (water)
Equipment A fancy leather vest or a pair of leather boots
a set of common clothes
and a leather pouch with 15 gp Feature: Down Low You are acquainted with a network of smugglers who are willing to help you out of tight situations. While in a particular town
city
or other similarly sized community (DM's discretion)
you
your companions can stay for free in safe houses. Safe houses provide a poor lifestyle. While staying at a safe house
you can choose to keep your presence (and that of your companions) a secret. Claim to Fame Every smuggler has that one tale that sets them apart from common criminals. By wits
sailing skill
or a silver tongue
you lived to tell the story—and you tell it often. You can roll on the following table to determine your claim or choose one that best fits your character. d6 Accomplishment 1 Spirit of the Whale. You smuggled stolen dwarven spirits in the body of a dead whale being pulled behind a fishing boat. When you delivered the goods
the corpse suddenly exploded
sending whale meat
whiskey bottles for half a mile. 2 Cart
Sword. You drove a cart filled with stolen art through the middle of a battlefield while singing sea shanties to confuse the combatants. 3 The Recruit. You enlisted in another nation's navy for the purpose of smuggling stolen jewels to a distant port. You attained a minor rank before disappearing from the navy
making your way here. 4 River of Shadows. Your riverboat accidentally slipped through the veil into the Shadowfell for several hours. While you were there
you sold some stolen dragonborn artifacts before returning to this plane
paddling home. 5 Gold-Hearted. You agreed to transport a family escaping a war. The baby began to cry at a checkpoint
and you gave the guards all your gold to let you pass. The family never found out about this gesture. 6 Playing Both Sides. You once smuggled crates of crossbow bolts
bundles of arrows
each destined for an opposing side in a regional war
at the same time. The buyers arrived within moments of each other but did not discover your trickery. Suggested Characteristics In general
smugglers value survival
and then profit
above other things. One could be a part of a larger organization
or might run a small smuggling vessel of their own. Smugglers live the lies they have told
and they have a natural ability to recall all the falsehoods
half-truths they have ever spouted. Smuggler Personality Traits d8 1 I love being on the water but hate fishing. 2 I think of everything in terms of monetary value. 3 I never stop smiling. 4 Nothing rattles me; I have a lie for every occasion. 5 I love gold but won't cheat a friend. 6 I enjoy doing things others believe to be impossible. 7 I become wistful when I see the sun rise over the ocean. 8 I am no common criminal; I am a mastermind. Smuggler Ideals d6 Ideal 1 Wealth Heaps of coins in a secure vault is all I dream of. (Any) 2 Smuggler's Code I uphold the unwritten rules of the smugglers
who do not cheat one another or directly harm innocents. (Lawful) 3 All for a Coin I'll do nearly anything if it means I turn a profit. (Evil) 4 Peace
Prosperity I smuggle only to achieve a greater goal that benefits my community. (Good) 5 People For all my many lies
I place a high value on friendship. (Any) 6 Daring I am most happy when risking everything. (Any) Smuggler Bonds d6 Bond 1 My vessel was stolen from me
and I burn with the desire to recover it. 2 I intend to become the leader of the network of smugglers that I belong to. 3 I owe a debt that cannot be repaid in gold. 4 After one last job
I will retire from the business. 5 I was tricked by a fellow smuggler who stole something precious from me. I will find that thief. 6 I give most of my profits to a charitable cause
and I don't like to brag about it. Smuggler Flaws d6 Flaw 1 Lying is reflexive
and I sometimes engage in it without realizing. 2 I tend to assess my relationships in terms of profit
loss. 3 I believe everyone has a price
am cynical toward those who present themselves as virtuous. 4 I struggle to trust the words of others. 5 Few people know the real me. 6 Though I act charming
I feel nothing for others
don't know what friendship is.