This topic is dedicated to caravanner play style. Feel free to discuss and share ideas, mods, experiences and screenshots about the matter.
To give you something to discuss about, here is a collection of mods that I am currently using. I have divided the topic in three separate parts. You don't need to use all parts – or even all mods listed in these parts. As a whole, however, this collection should provide all benefits and cons of caravan life.
Collection is also flexible enough to provide a proper cover story for both Thieves Guild and Dark Brotherhood, but you can be from any other guild as well. You can also play as a traveling professional, like alchemist, fletcher or blacksmith - all recognized by mods in this collection.
Enchanting is the only form of craft that causes a problem with trade, but that problem touches only the Market Stall. While enchanting materials are quite cheap, found or self crafted, this is not a big problem and crafted gear can be sold to vendors instead.
It is worth of mentioning that this collection really puts your Speech skill to good use. Crafting skills also affect to your prices, so being a professional is finally worth it.
To avoid a lengthy topic post, I will list all links here and open them more in my second post. All mods are from Nexus and easy to install. You will need SKSE
for this and many players already have them. Have fun and remember to read all instructions and guides before installing mods to your game.
TradeYour Market StallTrade and BarterTrade Routes
CraftComplete Crafting Overhaul RemadeSmithing Perks Overhaul - Remade and Updated Weapons and Armor Fixes - Remade with Dawnguard and Dragonborn supportClothing and Clutter Fixes
Caravan lifeFrostfallUltimate Follower OverhaulConvenient HorsesConvenient Horse Herding