Neil Sedaka, the beloved voice behind Breaking Up Is Hard to Do, has died at 86 — and a final photo captured him smiling just days before his passing.

The legendary singer-songwriter was seen heading to dinner at Craig’s on February 25, only two days before his death. In what became his last public appearance, Sedaka appeared cheerful, flashing a smile and waving to photographers as he made his way inside. Those on the scene said he seemed to be in “good spirits.” A longtime regular at the West Hollywood hotspot, he was frequently spotted there enjoying meals.

Sedaka passed away Friday after being rushed to the hospital. According to reports, he woke up that morning feeling unwell and was transported by ambulance. His family later confirmed the heartbreaking news in a statement, saying they were devastated by the sudden loss of their “beloved husband, father and grandfather,” describing him not only as a rock and roll icon but as a deeply cherished human being.

Born in Brighton Beach, New York, Sedaka launched his career in the 1950s as a member of The Tokens before striking out on his own. As a solo artist, he soared to fame in the early 1960s with infectious hits like Breaking Up Is Hard to Do, Oh! Carol, and Calendar Girl. The latter marked one of his first major breakthroughs, and 1962 proved especially monumental, with Breaking Up Is Hard to Do topping the charts.

His success didn’t fade with the decade. In the 1970s, Sedaka enjoyed a major resurgence with Laughter in the Rain and Bad Blood, the former revitalizing his career and introducing him to a new generation of listeners. He once reflected that the song brought him fans who had never heard of him before.

Across his decades-long career, Sedaka earned five Grammy nominations and was inducted into the Songwriters Hall of Fame in 1983. A prolific composer, he wrote or co-wrote more than 500 songs — not only for himself but for other artists as well. Among his notable songwriting credits are Stupid Cupid for Connie Francis, Is This the Way to Amarillo for Tony Christie, and Love Will Keep Us Together for Captain & Tennille. He even appeared as a guest judge on season two of American Idol.

Sedaka often credited his classical training for shaping his distinctive sound. As a child of modest means — his father was a taxi driver, and his mother worked extra hours to afford him a piano — he earned a scholarship to the Juilliard School’s preparatory division at just nine years old. By 16, he had won recognition as New York City’s top high school pianist, selected by the legendary Arthur Rubinstein for a radio program.

He began writing pop songs at 13 and quickly found his rhythm blending show tunes, rock, pop, and standards into something uniquely his own. Over the years, he remained hands-on with his catalog, even re-recording earlier hits in 1991 amid disputes with RCA Records over ownership rights. Through his company, Neil Sedaka Music, he financed and managed much of his later work independently.

Sedaka married Leba Strassberg in 1962, and together they raised two children, Dara and Marc. He once acknowledged that poor management early in his career cost him valuable opportunities, but later credited his wife for taking over and skillfully guiding his business affairs.

In his final public outing, smiling on his way to a favorite dinner spot, Sedaka looked every bit the gracious star fans had adored for decades — a performer whose melodies defined generations and whose legacy will continue to play on.

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