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Starting a Serrano, a Hungarian cheese pepper, and a cherry tomato in my backyard!
(files.catbox.moe)
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Is there a certain pot depth you'd recommend? I imagine part of the reason is to prevent excess water wicking into the substrate in the pot, but would be concerned somewhat about accidentally air pruning roots in a gap.
2/3 of the container height is generally a good ballpark. You can also check where the air roots start and just stick to height lower than that.