Yes, Grumman had a small fleet of various Cushman models to transport their test pilots back and forth to the flight line.
She (not a "he") is dressed pretty typically for a female war worker of the era in the US. Denim jeans, with a sweater (jumper?) over a blouse and her hair pinned back for safety.
From 1942, Grumman also had three female civilian test pilots who were rather well know at the time. Barbara Kibbee-Jayne, Elizabeth Hooker and Cecil "Teddy" Kenyon,, seen here hitching a ride on the front of one of those Cushmans:
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Above, Kenyon in a Tarpon.