Put 3 stars on stealth & rhetoric Never ever put master on thief guild.
In Normal difficulty you will have cash around 750 so soon as start the game go to the thief guild and hire a another thief. Until then do the minor upgrade that help productivity/training/accident protection
Soon as the 2 thief come to the guild put both 2 thief in to training stealth.
Go to money lender 9.00Am and get a lone around + 1000
Go to your house Upgrade the AP + health then do other up grade on the guild (if you are the only thief guild in the town wait a few years before upgrading security)
soon as thief’s finish training send them to nearest house to scout (until 100%) then send them to break in to the house (save before sending)
Do this until end of the day at the last house send your thief to pick pocket.
normally breaking house can get you around 1000 – 650 make sure you send your nearest neighbour bankrupt (do this until you get a very rich neighbour)
if you had more then $ 1000 end of year you should now receive the invitation to become a citizen, pay 500 soon as office open apply (make sure people in the office are in same faith as you)
soon as you have the money build a back room in the house ($ 500 bribe will get you a place in city hall normally)
Hire the 3 thief & train him to the max in stealth, then send 2 thieves to scout the house soon as they finish send the 3rd thief to break in to the house do this repeatedly until final hour of the day, then send all of the on pick pocket (increase the pay or they will leave you)
because what you doing houses are going to come up in the sale soon as they come buy them & re-sell them to max price
when you have the money Upgrade the house & the guild for Max (build a drawing room when you can)
Now it is all politic : bribe & do the diner parties get to the church authority or civil authority, now look for rich wife who is going to kike the bucket soon (age + 38)
Now because of your political rank & stolen money you shouldn’t have any problem getting married (maybe 4-6 years waiting time) when the time come buy her the most expensive item you can. Soon she will agree and you both will get married, now let’s hope she die soon. ( if she have house put toad slime on it or if you are really evil kidnap her & keep her until die. Now look for new victim.
around 8-10 year you should be the prince of thief ($ 3000 income & discount on stealth good time get this to max )
When you build jail in the guild you can kid nap people for money or political reasons (around 5000 – 6200 in early stages) send 4 or 6 thief’s to kidnap.
It is easy to kidnap people who don’t have houses (eg: arch bishop, Sovereign, court councillor )
If you do all this in first 12 years you will be rich count. (If you drink some magic potions every day you may outlive all your children’s)
For all the trader it is best to sell item end of the year last 15 min because next day you can buy back all the item cheaply & re-sell them same day at higher price later.