To get this you need to reach 100 relationship with England.

Reach 100 relationship with France.

Reach 100 relationship with Bandits.

Get father's instruments back.
While doing the normal quest Baron ( a friend from your father) will have quest for you to make some swords, and will have 3 choices: 1-Make really good swords, 2- Make average swords and 3- Make terrible swords. Not sure if choosing the number 2 will get the achievement, but 1st one for sure gets. Finishing the quest he will give the instrument to you.

Upgrade the stall

Make 50 fame and upgrade the stall on the building menu for 200G

Help the peasants at Finley's expense.Another friend from the past is back, and this time he wants your help make some tools to help some peasants 3 choices appear here:1- (with a grindstone) make sharper tools, 2- Make some tools and 3- Dont make them.

ps: Not sure now if doing with grindstone would take to the same path, but probally yes.

After completing the request, his daughter will appear asking if you can help her. With this more 3 choices: 1- Help her for free, 2- Give her half of the request and 3- dont help her.
Choosing the option 2 will give the achievement.

Save up 2000 coins.

Reach day 50 in sandbox mode.

Get slapped for bad work.
By the day 5, on the story mode The Baron will ask to make him some swords, you will have 3 choices: 1- High quality Swords, 2- Make average swords and 3- make terrible swords.

Going for the 3rd option you get the achievement.