No, contacting the pilot every day in space would not avoid time dilation. Time dilation is a consequence of the theory of relativity and occurs due to differences in the gravitational field or relative velocities between two observers.
In the context of space travel, time dilation arises primarily from the relative motion between the observer (such as the pilot) and the reference frame of Earth. As an object approaches speeds close to the speed of light, time for that object appears to slow down relative to an observer at rest.
No matter how frequently you contact the pilot or maintain communication, it would not have an impact on the fundamental nature of time dilation. Time dilation is a well-established phenomenon and is accounted for in scientific calculations and space missions.