The word that has a more positive connotation in the given context is Stingy.
The connotation of a word refers to the ideas, images, concepts people have about some word and that can differ from their literal or dictionary meaning, in language. Considering this, in a dictionary, words with the same meaning can have a positive connotation, a neutral connotation or a negative connotation.
In the above case of the words presented all of the words thrifty and prudent in the dictionary are adjective that defines someone who carefully spares money or does not like to spare a lot of money at all.
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