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Janet - I'm sorry that it hasn't worked out yet. Sounds more like you need a handyman than a painter.
Haley's right - why does he need all new supplies if he's a painter? I would think about looking around for a reliable handyman, and buy him a roller.
I'll give you a good laugh though - NYC prices are just insane! My friend paid $7000 to have her apartment (2 bedrooms, 2 baths, kitchen, dining room, living room, and assorted foyers) painted! It's an excellent paint job, but come on now!
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