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From what I remember: Main character is a young mentally troubled male working at a small insurance/telemarketing type company. Has one friend who is a co-worker (his boss I think?), lives alone, he greatly enjoys jazz music and painting.

Pretty girl starts working there, she starts talking to him, they connect. She finds sketches of other girls in his bedroom, infers that he knew all these girls previously and possibly killed them. They struggle and I think the scene fades to credits?

I cannot remember the name of this for the life of me, and I haven't seen either person in any other films.

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There are several movies with this plot. Please provide more detail: Approximate year? B&W\color? Is it American? Do you remember any other detail? – Walt May 31 '14 at 20:25
Definitelly color. Almost sure it's an American movie. I remember that the painter was seeing one girl during most of the movie and that she found out that he was a killer in the end of it. Thanks you for trying to help! – linbors May 31 '14 at 20:41
Added this info to the question. – Walt Jun 1 '14 at 17:06
Goodness me, we are trigger happy with the close button! Come on, this is perfectly on topic! – Andrew Martin Jun 2 '14 at 8:22
Sounds like you're looking for Spiral from 2007. If you are, let me know and I'll close it as a duplicate. – Walt May 6 '15 at 7:56

I think you're looking for this one - Spiral (2007). The storyline matches your description.

Mason might be the painter you're talking about,

Mason (Moore) is a quiet, introspective young man doing phone work for an insurance company, painting vivid portraits of women in his spare time.

and the story goes like this,

Throughout the whole story, it is apparent that Mason has an obsessive concern with his paintings and his “rules.” Near the end, Amber discovers that Mason has known many women and has done almost identical paintings of them. However, when she breaks Mason’s rule that she never looks at his sketches until the paintings are complete, he breaks down, and violently kills her.

Try this to get more information about this movie.

Here is the trailer of Spiral which matches most of your description.

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