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Beginner Gardening: When should I replant Home depot (Bonnie) tomato plants, 1 by t00sha

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Subject: When should I replant Home depot (Bonnie) tomato plants

Forum: Beginner Gardening

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t00sha wrote:
I've brought few tomato plants from home depot (Bonnie brand) and they are 5 to 8 inches tall and their roots start poking out from the bottom (and sides) of their (3" and 4") containers. (See attached image)

Seems like time to plant them in bigger pots. My question is, should i plant then straight into 20" pots, or should i choose smaller intermediate container? The reason i'm asking, besides for lack of experience (first time gardener here), is that i hear it's very beneficial to "deep plant" tomatoes, where people trim all the leaves besides for the very top to encourage additional root development. If my entire plant is 5" tall, "deep planting" would not work.

Appreciate your help.