Should I transplant?

Below I have 5 plants growing. I’m wondering if I should transplant the middle plant to a larger pot? Also don’t mind the little bush looking one lol, she’s been through a lot.

If it’s a plastic pot with holes in it take a look at the bottom of the pot and see if you have roots making it to the bottom. Could squeeze pot a little and pull plant out of pot a little and check roots on sides…I like so see plenty of roots making it sides and bottom of pot before I transplant.

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Thank you!

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