Packaging Versus Price: How Do You Decide?

I'm over at the Green Phone Booth today debating about packaging versus price:

Admittedly, there are times when avoiding plastic costs more. For example, I could run down to my local Walmart and pick up an insulated PVC lunchbag for my kindergartner for about $10. Or I could buy a stainless steel PlanetBox for $60. That's a big price difference, but when I feel like I'm investing in something that's going to last a long time, I'm generally willing to pay more.

But what about when the plastic-free item costs more but isn't necessarily better?

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