Depends. If we're talking about the seconds bags, which are 3/4 of a pound each, I can get at least three to five, depending on what's on sale and how picky you are about how they look. For example, I can get bags of the white chocolate raspberry cheesecake smidgens for half price (which is $2.25), but they're not going to be presentation-ready or anything. The $4.50 bags are usually the chocolates where there's a small flaw where you can tell why they didn't make into a box instead (usually it's that a swirl of the contents inside the chocolate can be seen in the shell), whereas the $2.25 ones will taste the same, but they may be misshapen or a bit squished.

That's also not taking into consideration that they also tend to see discontinued boxes for a smaller price. I got a box of hazelnut Santa-shaped chocolates in March, I think it was, for ... I think it was a buck-fifty. The last time I sent a box for someone, I spent twenty bucks and ended up with 4.5 pounds of chocolate to ship out.