Take into account that both John and Jim on the swing set, can be considered as independent pendulums.
You have that the period of a pendulum is given by:
where,
l: length of the pendulum
g: gravitational acceleration constant.
As you can notice, the period of oscillation (and then the frequency) of a pendulum does not depend of the angular amplitud of oscillation. Moreover, take into account that the period of oscillation determines the time each John and Jim take to reach the bottom.
Hence, you can conclude:
Both will reach the equilibrium position simultaneously because the frequency doesn't depend on the amplitude.