MaryMary
Quite Contrary
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This question is mostly because I have considered growing tomatoes in 5 gallon buckets.Growing tomatoes in a container can be tricky, especially if you are growing in a plastic container instead of clay. Plastic or ceramic does not allow for moisture to escape, clay does, by the drainage holes and through the sides of the container by evaporation.
What if you were to drill some very small holes a third, or even halfway up the bucket? More to provide an airflow of sorts, not necessarily as drainage.