I believe there is, when you up-pot into a middle sized pot you will help encourage your roots to use as much of the soil space as possible.If you ever notice a rootbound plant in a small pot seems like there are roots everywhere, but if you cut the root ball open you would see a lot of wasted space in the middle. Up potting multiple times will help to avoid the roots from being primarily around the edges.Â
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However, up potting multiple times can be a lot of work, and your lifestyle may not make that easy. For me, I would like to with my pepper plants, but with my many 'other' plants that I have going and all of the cloning that I have to do, up potting would be a huge time sink. So you will have to weigh the benefits to see if it is worth it to you. Thus, I pick and chose which plants I dedicate more time to. My medicinal plants get the priority for me.
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Do you need to mid-size up-pot? No, definitely not. You will end up with trees either way, as long as you give them all the nutes and everything they want. Plus some patience.Â
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Pro - better use of soil by the roots. The more "new" soil being added at more times will be good for the plant growth too. Have you ever noticed how a plant tends to grow very rapidly after just two weeks of being up-potted? This would allow that to happen more often per plant.
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Con - more work. Plus [if they were up-potted multiple times] the longer they are in smaller pots, the more often you will need to water and manage (If it is a hobby, this may be a pro for you...).
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Please excuse my 10 minute Paint illustration: (this is assuming that the mediums, nutes, and general environment are the same)
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good luck!
mrgg*