Q: "A brown-haired woman kneels while gathering wool on a black tarp." Does this mean that "A female human working."?
A: yes

Q: "A woman is checking her phone while walking across a store." Does this mean that "A woman is checking her wallet while walking across a store."?
A: no

Q: "A person in a hard hat is doing some work on a train track." Does this mean that "A person is fixing a flattened track."?
A: it is not possible to tell

Q: "A male jumps in the air while on a skateboard." Does this mean that "The male is surfing."?
A:
no