DnD 5E Caravan Specialist

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You are used to live your life on the road. You pride of yourself cause of having traveled every major trade way in a Moonsea region, also includes one of the best backroads and shortcuts too. When you’re traveling to these roads, you do know where the best inns, campsites, and also the water sources are located, as well as some potential locations of danger such as ambush.

Even though having worked some of the roads as long as you have and you’ve made so many acquaintances al though find it easy to pick up some information and the rumors floating from town to town. Of course you are most skilled with the beasts of burden and handling and repairing wagons of all kinds.

  • Skill Proficiencies: Animal Handling, Survival
  • Tool Proficiencies: Land Vehicles
  • Languages: One of your choice
  • Equipment: A whip, a tent, a regional map, a set of traveling clothes, and a belt pouch containing 10 gp.
  • Lifestyle: Poor

Suggested Characteristics

Personality Trait

d8Personality Trait
1Any group is only as strong as its weakest link. Everyone has to pull their own weight.
2There's always someone out there trying to take what I've got. Always be vigilant.
3Anything can be learned if you have the right teacher. Most folks just need a chance.
4Early to bed and early to rise; this much at least is under my control.
5You can listen to me or don't and wish you had. Everyone ends up on one side of that fence.
6Eventually my hard work will be rewarded. Maybe that time has finally come.
7A strong ox or horse is more reliable than most people I've met.
8I never had time for books, but wish I had. I admire folks who have taken the time to learn.


1Service: Using my talents to help others is the best way of helping myself. (Good)
2Selfish: What people don't know WILL hurt them, but why is that my problem? (Evil)
3Wanderer: I go where the road takes me. Sometimes that's a good thing... (Chaotic)
4Fittest: On the open road, the law of nature wins. Victims are the unprepared. (Lawful)
5Focused: I simply have a job to do, and I'm going to do it. (Neutral)
6Motivated: There's a reason I'm good at what I do, I pay attention to the details. (Any)


1My brother has a farm In Elmwood and I've helped him and his neigbors move their goods to Mulmaster and other surrounding towns. Those are good people.
2A caravan I lead was attacked by bandits and many innocents died. I swear that I will avenge them by killing any bandits I encounter.
3The Soldiery are mostly good guys who understand the importance of protecting the roads. The City Watch is who you have to look out for. If they are inspecting your goods, get ready to pay a fine.
4The new commander of Southroad Tower, Capt. Holke, understands the importance of safe roads. He's hired me for several jobs and I'm grateful.
5There's always a road I haven't traveled before. I'm always looking for new places to explore.
6Wealth and power mean little without the freedom to go where and when you want.


1I have trouble trusting people I've just met.
2I enjoy the open road. Underground and tight spaces make me very nervous.
3I expect others to heed my orders and have little respect or sympathy if they don't.
4I am very prideful and have trouble admitting when I'm wrong.
5Once I decide on a course of action, I do not waiver.
6I like to explore, and my curiosity will sometimes get me into trouble.

Feature: Wagonmaster

As per this feature, you’re used to being in the charge of the operation and of course your reputation for the reliability that has you on a specific short list whenever the job is more critical. Of course the experience has been taught you for rely on your gut. Here some others recognize this and also look at you for the sake of the direction whenever a situation gets serious about.

Of course you’re capable of identifying the most defensible locations for camping. But if you’re one of the parts of caravan outfit, and you are able to attract two additional workers those are loyal to you based upon your reputation. Main advantage of this feature is you have the excellent memory power for the maps and the geography and it can always determine your cardinal directions while traveling.

Note: This feature is a variant of the Outlander feature.

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