Wolfe transferred to a job with BP in Houston, knowing it was an ideal place to get serious about his dream of singing and playing country music. Not long after arriving there, he befriended a woman who worked for the city’s top concert promoter, and tagged along with her one night to a show by Alabama, where he ended up on a tour bus trading songs with Teddy Gentry and John Rich of Big & Rich. "I was just some random guy drinking beer on the bus. But I walked off that bus thinking, I can do this, no doubt. I have to do this,” Wolfe recalls. “Sometimes you have to throw caution to the wind and get after it, and put it all on the line.”

Within six months he left his job and was gigging in area nightclubs. After he met popular Houston singer-songwriter John Evans at a club one night, Evans offered to produce an album for him. The resulting CD, Almost Gone, made a splash on the Texas music scene and expanded Wolfe’s circuit across the Lone Star State and into Oklahoma. He also developed a support system of like-minded musical souls like top songwriter Kevin Brandt (who wrote the 1 song “Love of a Woman” for Travis Tritt), Nashville session player, songwriter and producer Bobby Terry, and Wolfe’s roommate for a couple of years, acclaimed Texas singer-songwriter Hayes Carll (recently signed to Lost Highway Records), all of whom helped Wolfe hone his talents and encouraged him to pursue his dream.

Wolfe also found a manager when a waitress he asked out on a date decided to instead introduce the aspiring country singer to her boyfriend at the time, Trey Strait. After working in the Nashville music industry, Strait was back in Texas and looking for an artist to manage. And that led to playing George Strait’s 2005 New Year’s party as a last minute booking after the band that was supposed to play canceled. “Trey called and said that the band backed out. First thing I said was, ‘Who the hell would cancel on George Strait?’” Wolfe recalls.

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