What is left is usually shoved in there by my husband who is the main person that empties our dish washer.
We stack the smaller items into the larger items and put the lids on the bottom or to the side. Since I am the one who usually uses the Tupperware the method works for me.
I clean out my cabinets at least twice a year and donate good condition items to Goodwill and trash the rest. Most of what I have cannot be recycled so it must end up in the land fill. For this reason, we use Bento boxes or divided containers for our lunches so we have minimal to no waste.
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