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How to prune oregano
Wait until your plant is at least 4 inches (10 cm) tall.
Trimming the plant too early could cause your plant to fail to thrive, so be patient. Luckily, oregano usually grows quickly.

Choose from: i. Waiting six to 12 weeks is the maximum amount of time, or so the label will tell you. Remove the leaves before you prune it. ii. Pruning your oregano will encourage new growth. Not only will it grow more leaves, it'll even grow more stems! Cut back no more than 1/3rd of the plant at a time. iii. Remove all branches and any fresh growth from the stem or lesions which could ruin the plant. Dig a hole for the oregano's root ball. iv. Move your plant to the following location on a daily basis: if it's not yet 4 inches (10 cm) tall or taller, cut back the cane with a pruning knife at a point in the fall. ( you might not be able to cut out a strand or two, but using a long saw is a better option).
ii.