With the half-million dollar inheritance from his grandfather, Greg intends to restart the career of this forty-something, washed-up singer. But first, he must convince her, his conservative Philadelphia family, and all the doubters that he has what it takes to make it big before he blows through his inheritance. With the help of his gay brother, Marcus, a DJ in New York—and a lot of money—Greg orchestrates Sally’s return.

The result is a whirlwind year in New York as their hit single “Grind” climbs up the charts, but Greg soon finds that Sally might be more than he bargained for. While struggling to reap a return on his investment, Greg needs to figure out how to keep Sally clean and out of trouble, and keep her from grabbing the wrong kind of headlines.