Hello. I want to make a living of thievery/stealing to get some gold. Can I have some tips/suggestions for thievery. Specifically, I found a tip online to do a go thing where you kill someone in their house loot the house and run out of the town then keep doing that. I am more interested in stealing at night like breaking into someone's house while their asleep then robbing them and running away. I am very good with running out of cities/towns when being chased by guards. I also want to become a big criminal and would like to have some thugs go after me occasionally. I′de like some help with getting thugs chase after me.

Focus on increasing your sneak, lockpick, and pickpocket skills to become a master thief. If you go into someone's house and steal their stuff without them knowing you won't even have guards chase you out of town. If you want people to chase you occasionally just pickpocket or steal in front of people, that'll start a chase. Also you should start the thieves guild questline, if you haven't already.

Stealing things will get random quests for thugs to come and "teach you a lesson". Details http://www.uesp.net/wiki/Skyrim:Steal,_Thugs_hunt_player

This doesn't happen every time, and I'm not sure what the chance is that any specific theft will trigger it.

What to say here?

Join the Thieves-Guild...

Illusion is a pretty add-one for thieves. You can power-level pick-pocking by casting calm-spells on bandits and foresworns and then try to empty their pockets.

You don't say what platform...

PC.. try...: http://www.nexusmods.com/skyrim/mods/75296/? = which if you don't get caught, isn't listed as stolen, so you can sell it to any vendor...plus a couple other things.

http://www.nexusmods.com/skyrim/mods/68761/? = you pay guild fee's

"Theives guild Requirements" ( Nexus is being a PITA atm)

" Unique Treasures"

" Immersive Jewelry"

I would look and see if their is anything close to these mods for PS4 or X-box1 if that is what you are on.. these all help with making the TG a better quest-line to do.

S.B.I Skyrim Bureau of Investigations

FRRRRRREEZZZZZZZE ........... Your all under arrest!

like Areial said find a nice mod that dose the tick ...........after the "we are hear to teach you a lesson" thugs there is very little, even if the game dose send some one after you like a bounty hunter or is that a mod, not sure ......

your after bounty hunter mods or something like that

as for the three thugs "we are hear to teach you a lesson" .....they wanted to teach this one how to knit .........after an hour or so got so bored ........so she killed them

Thieves guild perks is absolutely essential especially if you don't want to lose all your loot everytime you get caught, and you will get caught regularly even on level 100 pickpocket. So head over to Riften a.s.a.p and get signed up to their quests.

Bear in mind you can't break into every house and get away with it simply because some NPC's never sleep due to lack of beds or whatever, the unofficial patches fixes some of these.