Succulents, like your other houseplants, will grow over time and need to be pruned. Some need little if any pruning and some will require much more, it just depends on the type of succulent and the environment.
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The best time to prune succulent plants is during the spring and summer months. Early fall is fine too, especially if you live in a climate with warmer winters.
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Reasons to prune include: aesthetics, to control the overall size, legginess, thin out, to remove broken or dried stems, to rejuvenate and stimulate new growth, to propagate, or to create bonsai.
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Most succulents I know of have nodes which are the points where a leaf or side stem attaches to the main stem. It’s best to prune 1/4-1/2 inch right below a node.
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I usually cut succulents down to the point where foliage is more abundant or close to the base to stimulate new growth, depending on how they’re growing.
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Deadheading succulents is a good idea. I wait until all the flowers on the stem die and then remove the stem. Sometimes the stem is dried and sometimes not, you can remove it either way.
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After pruning your succulents you can compost them, give them away, or propagate them. I enjoy the ease of propagating them.