"one who leads a military patrol in formation in a jungle, etc.," 1944, said to be from point (n.) in military sense of "small leading party of an advance guard" (1580s) + man (n.). A more literal sense also is possible. Point (n.) in U.S. also meant "position at the front of a herd of cattle," and pointman in this sense is attested by 1903.
he is the president's point man on economic issues
poignant
poilu
poindexter
Poinsettia
point
point man
point of view
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pointer