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Start with the last. Not harmful to the tree. What does the tree want? To be left alone. You aren't helping it by cutting dead wood. Start with removing the parts You want, aside from that big thing. Is that leader fully dead? Any live branches as a pruning point?

That's a subordinate leader/ trunk, not a limb, from what i see. Is there a branch collar? Trees in nature, in intact forests can live a lot longer than on any developed site.

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