Retirement[]
When a dungeonmans reaches level 10 you have the choice to retire by speaking to the Headmaster at your academy. Doing so will allow you to choose from three options becoming a professor at the academy, opening a tavern in the overworld or going your own way.
Professor[]
If you choose to teach at the acadamy, your current dungeonmens will create a new room at the academy where future dungeonmens can speak to the retired dungeonman to fully max out one skill tree which the retired dungeonmans had maxxed out. Which tree they will teach seems to be random but there are a couple requirments.
1.The chosen skill tree will not be one which there already is a proffesor for.
2.The skill tree has to be maxxed out.
3.This CAN include master degrees
Tavern[]
Before choosing to open a tavern you need 30 purloined equipments. Once you have the required items you will get an item that allows you to open a tavern anywhere in the overworld. The tavern will have a shop consisting of all the items in the retired dungeonmans inventory. The stock doesn't seem to refill for each dungeonmans. However selling items to the shop seems to add to the stock for future dungeonmans.
Going your own way[]
If you choose a dungeonmans to go their own way, you can meet up with that said dungeonmans with your current dungeonmans in a random encounter. There will be a text before the random encounter saying that they are in the middle of the fight and losing. You have the option of rescuing them or let them die. If you choose to save the retired dungeonmans that went their own way, you will be fighting along side them. After the rescue is complete, they will tell you that they will keep an eye on you. You have the option of having them keep their eye on you or refuse. No further information is known as of now.