Tommy James: Hits, Hustle & the Mob Behind the Music

On this week’s A Breath of Fresh Air, Sandy welcomes a man whose songs have woven themselves into the fabric of several generations.

Tommy James, the legendary frontman of Tommy James & The Shondells, joins us for a deep, revealing conversation about the highs, the heartbreaks and the astonishing twists behind one of the most successful hit-making careers of the 1960s and beyond.

Tommy’s journey is the kind of story Hollywood couldn’t invent — though they’re certainly trying, with his bestselling memoir Me, the Mob and the Music currently being adapted for the big screen.

He takes us right back to his childhood in Niles, Michigan, where loving rock ’n’ roll meant picking up a guitar, forming a band and hoping the magic would follow. It did — but not in any way Tommy expected.

He talks us through the incredible moment when Hanky Panky, a forgotten B-side recorded years earlier, suddenly blew up in Pittsburgh after a bootlegger pressed tens of thousands of copies.

One minute Tommy was playing small clubs; the next he and his band were national chart-toppers. That whirlwind success swept him straight into the arms of Roulette Records — a label run by the charming but notoriously dangerous Morris Levy, a man later revealed to have deep ties to the Genovese crime family.

Tommy opens up about the complicated relationship that followed: the protection, the pressure, the creative freedom, and the financial exploitation that kept millions of dollars out of his hands.

In this wonderfully open chat, Tommy revisits the creation of the monster hits that still light up dance floors today.

He tells Sandy how I Think We’re Alone Now reinvented the band’s sound, how a flashing neon sign inspired the name for Mony Mony, and how Crimson and Clover marked a bold new chapter in studio experimentation — a leap that helped Tommy move from AM pop dominance to the era of FM album rock.

He describes the excitement of breaking musical ground, the thrill of hearing his songs explode on radio, and the constant sense of danger swirling around Roulette’s offices.

Sandy and Tommy also explore the cultural shifts that shaped his era: the rise of psychedelia, the breakup of The Shondells, and the changing landscape of the record business as artists were suddenly expected to deliver albums with artistic depth, not just hit singles. He recalls touring America in the late ’60s, his surprising involvement in Hubert Humphrey’s presidential campaign, and the little-known story of why he turned down Woodstock — a decision that has fascinated fans for decades.

Today, Tommy remains as passionate and creative as ever. With new music, a thriving fan base, and an extraordinary life story headed for film adaptation, he’s enjoying a well-deserved renaissance.

His music still pulses through movies, TV, commercials and global radio, connecting across generations and reminding listeners why these songs have never stopped mattering.

This episode is a joyful, eye-opening, often jaw-dropping journey through one of the most colourful careers in rock ’n’ roll. If you love the artists who shaped the soundtrack of our lives — the stars of the ’60s, ’70s and ’80s — then settle in. Tommy James has stories you’ll be telling your friends for days.