His self-financed debut album, "New Beginning," is scheduled for release in October. He describes the 12 tunes as "tropical rock" -- Jimmy Buffett with a country edge.
The title song is about a guy who grows up in the Midwest, wakes up one snowy morning, goes on vacation in the Florida Keys and stays.
Don Romano, chief marketing officer for Mazda North America, worked seven years for Bosley at Nissan. Bosley never fit the corporate mold, Romano says. For one thing, he wore a braided ankle bracelet, clearly visible at executive meetings since Bosley often didn't wear socks with his $400 Cole Haan shoes and $5,000 Italian suits. Bosley says it is a Caribbean good luck charm.
"Boz never abandoned his true self," Romano says.
Bosley, 56, took early retirement in December 2007 after a career that included stints as managing director of Nissan Motor Great Britain and vice president of parts and service in North America. He now lives on the beach in Ponte Vedra Beach, Fla.
"I'm trying to live the Jimmy Buffett life," he says. "It's kind of like an everyday Caribbean vacation."
It is a lifestyle to which Bosley always aspired.
"I used to listen to Buffett on the way home from work on Fridays to decompress and get ready for the weekend," he said.
Even back then, there was a lot of Buffett in Bosley.
Dealer Steve Lapin, owner of Nissan and Infiniti dealerships in Los Angeles, remembers: "We were on a trip for winning a contest. Boz went -- he was western region VP. This trip was on a small yacht that held 100 people, very luxurious. We were in the Mediterranean Sea for two weeks. They had to make a stop just to get Boz more beer. He drank it all. They had to go find him Miller Lite. That sums up Boz. He got them to do it. He can get anybody to do anything."
Growing up in Galion, Ohio, far from any tropical island, Bosley took guitar lessons in high school and formed a band. He went to his first Buffett concert in 1972 -- five years before Buffett released "Margaritaville." It was a life-changing experience. The concert was like a vacation, Bosley says.
"If I hadn't seen Jimmy Buffett playing and writing about such a carefree lifestyle, I might not be doing this," he says.
For his first career, he followed another passion. Bosley fell in love with cars at 16 when he ripped out the transmission of a 1965 Ford Mustang and repaired it himself.
After getting a degree in business administration at Bowling Green State University in Ohio, his first job with Nissan, in 1981, was as a district sales manager in Ohio. His next posting was Oregon, and his last was at Nissan's U.S. headquarters in Nashville. The places he lived and people he met in between "all creep into the music," he says.
Unlike the lyrics of a Buffett song, there's no woman to blame. His family -- his wife, Heidi, and two kids ages 15 and 12 -- support his new career, Bosley says. His wife, whom he calls "my biggest fan and biggest critic," created his marketing kit. She attends many of his performances and works the crowd, handing out Bozman Music business cards.
Still, some of his closest friends treated him differently after he stopped getting haircuts, he says.
"I told them I was the same guy, same values," Bosley says.
He even wrote a song about it called "I'm Still Me."
Bosley usually performs solo. When he plays with a band, it is made up of drummer Alex Hayward and bass player Adam Mantovani, who have a band called Chroma.
Lapin isn't surprised Bosley turned to performing. Lapin, who has a rock band called The Lapdogs, and Bosley often played together when Bosley lived in Los Angeles. He gives Bosley credit for having the guts to try the music business in his 50s.
"It is really tough to break into when you are in your 20s," Lapin says. "It is about the most cutthroat profession."
Rob Schwartz, chief creative officer at TBWA/Chiat/Day, Nissan's ad agency, says Bosley brings the same passion to music that he brought to his job at Nissan. Schwartz, also a guitar player, struck up a friendship with Bosley years ago in the Tokyo airport when he saw the guitar on Bosley's back.
"He is a guy who is creative and driven," Schwartz says.
Driven indeed. When his sister, who has a diabetic son, asked him on short notice to write a song for the Juvenile Diabetes Research Foundation, Bosley worked on it for 22 hours straight.
The song, called "Relentless," to reflect the nature of the disease, is for sale on iTunes. Proceeds go to the foundation.
Bosley is still a businessman. His next big gig is in August at the huge Harley-Davidson motorcycle rally in Sturgis, S.D. This will be the 10th year he has attended, and his third year performing. Bosley, who owns two Harleys, is negotiating his fee.
For now, Bosley says his career goals are: "Complete the album, press CDs; continue to move the Juvenile Diabetes song forward; keep performing. That's what I see for the next three years or so. We will see how it goes."
Of course, if the music business doesn't work out, Boz can just slip into the Buffett persona. "Between 401(k) and retirement, I am OK," he says.
And it doesn't sound at all bad: "Nibblin' on sponge cake, watchin' the sun bake."