To go through a period of extreme hardship or severe struggle, particularly when dealing with poverty. (The expression was popularized by a Juan Luis Guerra song about the difficulties of navigating the Dominican health care system).
To carry out a project entirely on your own, with limited resources and almost no help. It is a humorous way to refer to people who lack professional or financial backing (it plays on the Spanish idiom 'a costilla de,' meaning at one's own expense, by making it sound like a low-budget record label).
The insurance did not cover the accident and I had to fix the car a Costilla Records.
A cheapskate or stingy person who refuses to spend money even when they can afford it or when it is to their own detriment.
He is such a misero: he tries to spend as little as possible even when it makes no sense, like asking for a discount on a loaf of bread, sneaking into a party to avoid a cover charge that costs less than a single beer, or saying he has no money to lend while his wallet is bursting.