Green’s Dictionary of Slang

jockey v.

1. [late 18C–19C] (US Und., also jocky) to trick, to defraud [one ‘rides’ the victim in a required direction].

2. [1930s+] to do a job of work.

3. [1940s–60s] (US black/teen) to drink.

4. [1940s+] (US) to drive a vehicle, to pilot a plane.

5. [1960s+] to work someone hard.

In phrases

jockey around (v.)

[1900s–70s] (US) to move from place to place, job to job.