Pitbull: The Billboard Cover Story
Pitbull Announces November Release For 'Global Warming'

Dyer acknowledges that Pitbull's long line of features "definitely added to his sizzle" but says the rapper's success at top 40 "really comes down to the sound: This song has everything the format is looking for right now." KIIS-FM's Ivey agrees. "Ten years ago some of this stuff would've been a little scary, but now it's so mainstream," he says. "And it's not that the music has gotten softer. The audience has changed."

As for showcasing Pitbull the performer, Borns lays out what he calls an "aggressive" TV schedule. "A lot of people haven't had the opportunity to see what Pitbull is like live, so they might've made certain assumptions," Borns says. "But you go to a Pitbull concert and you see that it's a real show with a fully realized band that's kicking ass when they play. TV is obviously a big part of every pop launch these days, but for Pitbull it's a chance for people to see that this guy is the real deal." In addition to his TV gigs, Pitbull recently taped a Walmart "Soundcheck" performance that Borns says is due to go online the weekend before July 4. He's also scheduled to take part in a live Clear Channel webcast on June 30 from New York's P.C. Richard & Son Theater.

Video: Pitbull performs "I Know You Want Me (Calle Ocho)"

Pitbull's booking agent, Michel Vega at William Morris Endeavor, says the rapper's full-band presentation "allows him to carry a show confidently as a headliner and to play in places he might not be able to otherwise. It brings a level of energy that's much more impactful than a DJ set." Later this year Pitbull will tour Australia and North America with Iglesias, a pairing that Vega says "just feels good all the way around. These are two artists who have a lot in common in terms of having crossed over to different worlds. And with everything that's happening with the demographics of this country and with the influence of Latin music in the mainstream, it's very timely."

Pitbull's corporate partnerships underscore Vega's point: As a spokesman he's becoming increasingly attractive to companies seeking to connect with young consumers both inside and outside the Latin community. "We wanted someone to embody our brand who's one of a kind -- who's a real pioneer," Dr Pepper director of multicultural marketing Olivia Vela says. "Pitbull encompasses everything we were looking for in an artist to partner with over the next couple of years." Vela characterizes the soft drink's relationship with Pitbull as being "a lot deeper than a simple endorsement. We make sure he's at the center of everything we do on TV, in print and online."

Chavez says that although his client "isn't going to dance around with a bottle," he regularly "goes above and beyond what the contracts say." The manager cites as an example Pitbull's introduction to "Give Me Everything," in which he raps, "Me not working hard?/Yeah, right -- picture that with a Kodak/Or better yet, go to Times Square/Take a picture of me with a Kodak." "They didn't pay us to put that in there," Chavez says. "Pit had just been in Times Square and saw a billboard with him on it right before he went into the studio. He was like, 'I'm just a poor Cuban kid -- that's the best thing of my life.' "

Perhaps Pitbull didn't require payment for the camera maker's shout-out because the revenue is flowing in from other sources: Right now the rapper is closely involved with several startup ventures, including Sheets Energy Strips and Voli, a line of low-calorie vodkas; he's also partnered with Zumba Fitness for an exclusive workout keyed to the "Planet Pit" cut "Pause." And, as RCA's Corson points out, the feature and synch opportunities show no sign of drying up. "As things start to grow," he says, "he'll get to pick and choose where he lends his brand, much like an Akon or a Puffy or a Will.i.am."

Whoever hits up Pitbull in the near future can expect an experience that might be more intimate than the norm. "Before I enter any kind of deal with anyone, we'll have dinner numerous times just so they can see what kind of person I am," he says with a raspy chuckle. "It might be the most appealing part of doing business with the Pitbull brand."