Gilbert O’Sullivan – The Secret Behind a 70’s Pop Legend

In this special deep-dive episode, we explore the extraordinary story of Gilbert O’Sullivan, the iconic Irish singer-songwriter who defined an era of melodic, thoughtful 1970s pop. From humble beginnings in Waterford, Ireland, and later Swindon, England, young Raymond O’Sullivan dreamed of creating music that was both emotionally honest and musically timeless. What he achieved went beyond even his wildest dreams. We trace Gilbert’s transformation from a quiet, artistic boy into the global pop sensation known for timeless hits like “Alone Again (Naturally),” “Clair,” “Get Down,” and “Nothing Rhymed.” Along the way, he invented a persona all his own – complete with a schoolboy haircut, flat cap, and short pants-that helped him stand out in an industry dominated by glam rock, heavy metal, and psychedelic bands. His look was quirky, but his sound was grounded in elegant piano pop and biting lyricism. He wasn’t chasing fads-he was creating his own lane.

We’ll look at how Gilbert’s early influences-from Buddy Holly, Jerry Lee Lewis, and Fats Domino to the British Invasion bands like The Beatles and The Kinks-shaped his unique sound. You’ll hear the story behind his breakout moment, how he almost gave up before finding success, and why “Alone Again (Naturally)” became one of the most impactful and controversial pop ballads of the ’70s.

We also dig into the often-overlooked second chapter of his career: the legal battles, the fight for artistic control, and his ongoing legacy as a fiercely independent songwriter who continues to tour and release new music decades after his biggest hits.

Whether you’re a lifelong fan, a 70s music aficionado, or just discovering Gilbert O’Sullivan for the first time, this episode is a heartfelt and eye-opening journey through one of pop music’s most compelling careers.

You can hear the full show below.

Sandy Kaye is an experienced journalist in both radio and television, is extremely passionate about a good story and loves the music that takes her back to her youth.

Featuring in-depth, exclusive interviews with some of Sandy’s favourite artists, you’ll learn something new in each episode of A Breath of Fresh Air. From Candi Staton, Jimmy Cliff and Nik Kershaw to Kenny Loggins, Steely Dan and Suzi Quatro; Sandy always finds the best guests and musicians with great back stories who keep us entertained with fascinating, fun and super interesting conversation that gets to the stories behind the songs.