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...can't hurt.I got a buddy who make s beer out of pine needles.Some folks make beer out of that tree. Crushed twigs smell like wintergreen.
Likely heavy snow load made rafters sag. Flat roofs suck. Especially in heavy snow areas.Roof does appear to be holding water, but more like ponding due to sag than poor drainage. Sell them gutter cleaning anyway...can't hurt.