Lysander is a terrible thief and a trouble magnet. 

After his younger siblings grew up and finally became able to support themselves, Lysander became enchanted with the idea of making very bad life decisions, just to prove himself that no-one's life depends on his choices anymore. As a result, he excercises his right to do just that.

Lysander's is a thief who believes that theft is not a crime if you reach to the right person's pocket- then it is just a fair reallocation of goods. It might have worked if Lysander had better intuition when it came to choosing the aforementioned pockets. Usually, his choices are bad enough to land him in quite serious trouble- and as a result he rarely stays in one place longer than few weeks. He seems to avoid certain cities- no doubt having made enough enemies there, that staying away is probably the most sensible option.
Lysander usually appears to be very open , charismatic, cheerful and positive person. He easily connects with others and is fairly good at getting them to open up. However, he struggles to fully let others in and it takes him a long time to feel completely comfortable with someone. He tends to set very high standards for himself- which he is not able to meet. He constantly wants to be perfect around those close to him so he is not above lying to please them. Lysander is terrible at respecting anyone’s privacy- he is just used to having none himself, being raised with five younger sisters. He has a very low self-esteem and is rather uncertain which cause him to second-guess himself often.
Despite that his journeys seem to take him mostly to larger cities he is not very fond of city life- having spent a great portion of his childhood in a tiny village hidden far away from most of the troubles the rest of the country has experienced. Being very scarcely populated, most of the jobs in there were being passed from parents to children. Lysander’s mother was a local medic and started teaching her son her own profession as soon as she was able to- first making him accompany her and later asking him to actively help her treating people. Even though Lysander was limited to performing small jobs- he learned a lot through practice.
But even though the village was fairly secluded, the nation-wide droughts, subsequent famines, and marching armies slowly made the area hard to inhabit. Being forced to leave, Lysander’s family along many others moved to the capital city. Due increased immigration to the city and overcowding - most jobs were underpaid. Despite still being a child, Lysander tried to help his parents by working in the mines and taking care of his siblings in spare time.
After his parents' death in the accident in the mine, Lysander turned to less legal ways of making money- and through trial and error he slowly learned everything he needed support himself and his younger siblings.