A 2-foot-deep French drain 20 feet from a pin oak and near several pines raises concerns about root damage and tree mortality.
Mature pin oak root spread ~25 feet. At 20 feet, the trench is at the outer edge of the major root zone. Some root loss will occur but is unlikely to threaten a healthy oak. Oaks tolerate root disturbance better than many species due to strong compartmentalization.
Pines have a taproot + lateral system. The 20% rule applies: severing <20% of the root system typically causes only localized crown dieback on the affected side. Mortality is unlikely unless the trench severs a major structural root or the taproot (unlikely at "several feet" distance).
The pin oak is the greater concern due to higher value and slower recovery. If possible, increase trench distance or use trenchless methods.
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