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Otis Redding had never seen anything so peaceful.

The California sunlight sprinkling diamonds on the calm water of the bay, the seagulls circling overhead in an azure sky, the old fishermen hauling in their nets near the docks.

While on the West Coast for an engagement at the Fillmore in June 1967, Redding and his road manager “Speedo” Sims escaped for a few days of R&R on a rented houseboat near Sausalito.

In that idyllic setting, Redding relaxed, gently strumming his acoustic guitar and singing two lines over and over:

Sittin’ in the morning sun

I’ll be sittin’ when the evening comes

Sims recalled, “We must have been out there three or four days before I could get any concept as to where he was going with the song. I just didn’t understand it. And lyrically, it sounded weird. He was changing with the times. And I was looking at the times change.”

For Redding, those changing times meant that he’d begun listening to Bob Dylan and the Beatles, smoking pot and thinking about new horizons beyond his career as an R&B barn-burner. On a deeper level, it meant personal and professional change. He’d outgrown his marriage and fallen in love with singer Carla Thomas. He was also feeling constrained by Stax Records, who wanted to keep him on the road. But Redding had ambitions to start his own label and become a producer.

As he toured Europe that summer, Redding kept tinkering with his Sausalito tune. Five months after he started it, he brought the song-in-progress into Stax studios. On Dec. 7, he and guitarist Steve Cropper finished it in half an hour, fleshing out the story and adding a bridge.

“When I wrote with Otis, I always tried to make the lyric about him and his life,” Cropper said. “Songs like ‘Mr. Pitiful,’ ‘Sad Song’—those are all about him. ‘Dock of the Bay’ was, too. Otis trusted me. I always seemed to do the things he liked.”

To capture their creation in the heat of the moment, they gathered the MG’s and the Mar-Keys for a late-night session.

Redding was excited, conducting Booker T on piano and Al Jackson on drums, while singing horn parts to the Mar-Keys.

“With Otis, it was all about feeling and expression,” Cropper said. “Most of his songs had just two or three chord changes, so there wasn’t a lot of music there. The dynamics, the energy, the way we attacked it—that’s hard to teach.”

It was clear to everyone present that “Dock of the Bay” was unlike anything he’d ever recorded. There were no soul shouts or grunts. No uses of “Got-ta!” or “C’mon baby.” Just Redding “restin’ his bones” in the most exquisitely soulful and laid-back way.

“I knew this was it,” Cropper recalled of the playback. “It was just a great song. We knew we finally had the song that would cross him over to the pop market.”

Not everyone agreed.

“It was too far over the border for Jim [Stewart, Stax president],” bassist Duck Dunn said. “It had no R&B whatsoever. I agreed with Jim. It didn’t impress me. I thought it was out of context. Otis was soulful, and for him to change over and go that way, it wasn’t as soulful as the Otis I knew. I thought it might even be detrimental.”

But Redding wouldn’t budge. “This is my first No. 1 record,” he said. “It’s the biggest song I ever had.”

Two days after the recording session at Stax, Redding was back out on the road, in the Midwest. On Dec. 10, he and five bandmates boarded his private plane, a twin-engine Beechcraft, bound for Nashville. Four miles into the flight, the engine failed and the plane crashed into the icy waters of Lake Monoma, near Madison, Wis. One passenger, Ben Cauley, managed to unbuckle his seat belt and survived. The other five, including Redding, drowned.

The cause of the crash was never determined. Redding’s body was recovered the next day when the lake was dragged. He was 26.

As Redding predicted, “Dock” went to the top of the charts (it was the first-ever posthumous No. 1 by an artist in the U.S.), and became a million-seller. It won Grammy Awards for Best R&B Performance and Best R&B Song. In the years since, it has become a standard, covered by artists ranging from Peggy Lee to Pearl Jam. The most affecting cover, which reached No. 55 in 1982, was by the Reddings—Otis’ sons, Dexter and Otis III. In 1999, BMI named it the sixth most performed song of the 20th century, with over 6 million radio performances.

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