He needs to stay with one team for a minimum of two years for the draft picks to kick in. Here is the rule.

(ii) The employer-club shall be eligible to receive this Draft choice compensation if:
a. The minority employee hired as a Head Coach or Primary Football Executive has been employed by the employer-club for a minimum of two full seasons; and
b. The minority employee is not the Head Coach or Primary Football Executive of the employer-club and is hired into the same position with the new club. There can be no break in employment between clubs.