His latest release, My Life (Hitchhike Records 1108) is an EP that features six brand-new ukulele arrangements of Jake's favorite tunes by Sarah McLachlan, Led Zeppelin, The Beatles, and Cyndi Lauper, wrapped around the classic "Somewhere Over the Rainbow". On this heartfelt and beautiful recording, Jake respects the originals while integrating his own soulful, one-of-a-kind interpretations. This follows in the footsteps of Jake's smash hit full-length CD Gently Weeps (2006), which has sold 100,000 copies worldwide.

Jake has gone on to play renowned venues such as the House of Blues and The Knitting Factory (Los Angeles); The Birchmere (Alexandria, VA); Tipitina's (New Orleans); Joe's Pub, Highline Ballroom, and B.B. King's Nightclub (NYC); The Bumbershoot Festival (Seattle); The Fuji Rock Festival (Japan); The Music Is Good Medicine Tour covering thirty-two shows (Japan), and many others. Occasional tours with Jimmy Buffett have broadened Jake's experience, regularly exposing his virtuosity and amazing stage presence to crowds of up to 50,000. Speaking of large audiences, Jake has also performed on national television shows such as NBC's The Late Show with Conan O'Brien (twice) and Last Call With Carson Daly, as well as featured on NPR's Morning Edition, Public Radio International's The World, and The Bob Edwards Show on XM Satellite Radio.

Jake's collaborations and special projects are varied. He's toured with Bela Fleck & the Flecktones (2002, 2005, 2006) and recorded on the band's Little Worlds (2003) album. He recently collaborated with Yo-Yo Ma for a single track on the Grammy-Award winning cellist's album Song's of Joy & Peace (2008). Also joining Jake in the recording studio was renowned pop singer Cyndi Lauper. Jake is also featured on Ziggy Marley's Grammy-Award winning Love is My Religion (2006), as well as on three CDs and two DVDs by Jimmy Buffett and The Coral Reefer Band. Jake's work with Jimmy also led to his contributions to the soundtrack of the Buffett-produced film, Hoot. This experience gave Jake confidence to take on the challenge of scoring the hit Japanese independent film HULA GIRLS. A heart warming comedy/drama, HULA GIRLS was Japan's official entry to the 2007 Academy Awards Best Foreign Film category and also won four Japanese Academy Awards the same year including Best Picture, Best Director, Best Screenplay and Best Supporting Actress. Jake's outstanding score was released last year on Hitchhike Records.

Recent career highlights and developments include performing the National Anthem at the 2008 January PGA Opening Drive on Maui (broadcast live on The Golf Channel); a three-week tour of Australia; his upcoming debut at the world-renowned Bonnaroo music festival.