tracker
Jul 02, 2026

Buried on the B-side in 1950. It won an Oscar. Cigarettes took him at 45.

Hollywood, March 11, 1950.

Nat King Cole entered a Capitol recording session and sang Mona Lisa, a film song written by Jay Livingston and Ray Evans.

Capitol did not treat his recording like the obvious centerpiece of a major hit.

It was issued on the reverse side of another single.

Early advertising reportedly concentrated on the other side and barely acknowledged the performance that would eventually define the record.

Then listeners began finding it for themselves.

YOUTUBE 1 — NAT KING COLE PERFORMANCE

Cole’s recording was built around a striking contradiction.

His voice was intimate and warm, but the woman in the lyric remained unreachable.

He was singing to the image of Leonardo da Vinci’s mysterious subject, asking whether the famous smile hid loneliness or heartbreak.

The performance did not require vocal drama.

Cole made uncertainty itself sound beautiful.

Radio response grew.

The neglected side of the record became the side people wanted.

Mona Lisa eventually spent five weeks at No. 1 on Billboard’s singles chart and became one of the biggest recordings of Cole’s career.

YOUTUBE 2 — NAT KING COLE AUDIO

There is an important distinction in the story.

The Academy Award did not go to Nat King Cole’s recording.

The composition itself, written for the film, won the Oscar for Best Original Song.

Cole’s version then became the performance that transformed the composition into a huge popular standard.

That distinction makes the rise of the record even more interesting.

It did not need a massive promotional campaign.

It did not need to begin on the favored side of the single.

Listeners heard Cole and made the decision themselves.

Fifteen years later, the story acquired a much darker ending.

YOUTUBE 3 — 1950 RECORDING

Cole had been a heavy cigarette smoker for years.

In late 1964, doctors discovered advanced lung cancer. He underwent treatment and eventually surgery to remove his left lung.

It was too late.

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