Wikipedia
Jeitinho (, "knack") is more than finding a way to accomplish something by circumventing rules or social conventions. Some people see it as a typically Brazilian method of social navigation where an individual can use emotional resources ( appeal to emotion), blackmail, family ties, promises, rewards or money to obtain favors or to get an advantage. But people forget to mention that this expression also comes from the necessity associated to a lack of resources and help. Most of the Brazilians have to be creative and invent new simpler ways to do things they need, as living.
The word "jeitinho" comes from the expression dar um jeito, literally "to find a way". It implies the use of resources at hand, as well as personal connections, and creativity. Como é que ele conseguiu os bilhetes? How did he manage to get those tickets? Ele deu um jeito or in english "He found a way"
One way to understand jeitinho is as a recurso de esperteza, which means a resource used by espertos — savvy, cunning, or sly individuals who use common sense and prior knowledge, as well as naturally gifted intelligence in their thought processes. It implies that a person is " street-smart", but not necessarily "book-smart." It typically also connotes opportunism, pragmatism, and using one's networks, with little regard for the law, the state or for persons outside of one's own circle or family.