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I bought property, finished and furnished my home but the dialogue for gaining a steward hasn't appeared for either one of my companions who stay at my home, what should I do?

2

not every follower or person can be a steward, for a full list go here

Several followers are available to serve as steward. They can only be appointed to three homesteads in Skyrim:

General companions:

Adelaisa Vendicci
Annekke Crag-Jumper
Eola
Erik the Slayer
Faendal
Ghorbash the Iron Hand
Golldir
Illia
Lob
Marcurio
Ogol
Roggi Knot-Beard
Sven
Talvas Fathryon DR
Uthgerd the Unbroken
Belrand 

Followers

Aela the Huntress
Njada Stonearm
Ria
Vilkas 

Dawnguard

Aela the Huntress
Njada Stonearm
Ria
Vilkas 

College mages

Brelyna Maryon
Onmund 

Housecarls

Calder
Gregor
Iona
Jordis the Sword-Maiden
Lydia
Rayya
Valdimar 
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  • Sorry for late response, didn't have access to internet, i have added the full list – KevinTheGreat Mar 13 '17 at 8:35

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