A prototype automated dual-column medical isotope generator system and the necessary separation chemistry have been developed for the production of Y-90 from a generator column containing Sr-90 source. The system enables hands-free "milking" of Y-90 from Sr-90 in a two-column, two-reagent system. The prototype instrument is capable of recovering >95% of yttrium tracer within 10mL of product elution volume. Furthermore, the Y-90 eluting solution has been shown to be compatible with subsequent labeling step using a chelator.