At the beginning of his career in 2004, singer-songwriter Ryan Cabrera was better known as “Ashlee Simpson’s boyfriend” than by his real name. But he proved he could do more — by becoming “that guy Audrina broke up with on The Hills.” But seriously, he’s released three studio albums, and he’s now currently working on his fourth. Though none of his singles have hit like 2004’s On the Way Down, his first album that cracked the Top 20 on the Billboard Hot 100, his newest disc, I See Love, has revived his acoustic style and become the namesake of his fall tour. (Nikki Hunt)