Answer: It may be a little late in the game to "trim" your cypress. I assume you have what is actually a false cypress (Chamaecyparis sp.) since these are hardy, and true cypress (Cupressus sp.) are much less so. Generally, if they need a bit of shaping, horticultural varieties are sheared slightly before growth starts in spring. The pruning you intend to do sounds pretty extreme. If trimming back your cypress means removing a large portion of the top of the tree, proper techniques and safety measures should be followed, and I suggest calling upon the services of the same arborists you contacted before, or getting a referral from your extension service (ph# 516-727-7850).
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