Same two fellows every Thursday for three years now. The garden has never looked better and I never have to think about it.
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Weekly through the spring flush, easing to every two weeks in summer when growth slows. Cutting on a fixed weekly schedule year-round scalps the lawn in summer and lets it get away in spring, so our schedule flexes with the growing season.
Either. Plenty of our work is a front bed refresh or one problem corner solved well. A full design earns its cost when you are changing most of the yard or want to phase work over a few years without redoing anything.
The coast is wet from October to May and then bone dry exactly when everything is trying to grow. Summer is when lawns brown off and new plantings die, and hand watering a whole yard through a dry July gets old by the second week. Irrigation exists for the months the rain forgets.