.. How do I find out more about the "Dark Lady" painting?

After you look at the painting and Joey confirms that this is indeed the Countess, talk to Josie about it.

She doesn't know much about the painting, but she does say that Claude Urdin, the artist, is off preparing for tonight's showing.

When you ask about that, she just says "Glug glug!" Joey rightly interprets this as meaning that he's getting drunk.

And since there is apparently only one bar in the whole of New York City, you know where he is.

That's right, he's at the Minetta. Go talk to him there.

What should I say to Claude at the bar?

Josie says two other things of interest: that the painting was done at the Roosevelt Island Lighthouse --

What can I do at the lighthouse?

-- and that she started the Park Gallery with the help of a generous grant from the Meltzer Foundation.

The Financiers