Jeet Singh, we like your vibe. You're tough to peg down, and we dig that! Where are you right now - India, France, Saint Barth? What language are you whipping out - Hindi? Spanish?

Jeet is a guitar-slingin' singer, high tech wonder boy and Ultimate Frisbee player. Above all, he is a risk taker, just as cool sporting a pistachio green leather jacket as he is flipping a 180-degree turn in his life.

A globe-trotting childhood probably plays a part. His Indian father and Indonesian mother were diplomats who gave birth to their only child in Stockholm. From there, the family hopped around the former Soviet Union, Colombia, Uganda, India, South Vietnam and the United States. At a missionary boarding school in the Himalayas, Jeet discovered he had a thing for chemistry and basketball. He graduated as valedictorian and best all-around athlete, scoring him a spot at M.I.T.

In Cambridge, Jeet hooked up with his best friend, Joe Chung, and played in a band. They both loved music, but who can make a living in music, right? Instead, in 1991, they co-founded Art Technology Group, a high tech company pioneering e-commerce and Web personalization. In 2000, ATG raked in $150 million in revenue.

Then, Jeet gave it up. Retired, sold his South End pad and bought a chunk of island paradise in Saint Barth. Not because he made a killing, he says, but because the challenge was gone. Time to feel alive again - sing, play guitar, create. He founded another type of company: Dragonfly, an Indo-Euro rock band, and went at it like a businessman. After hand-picking some of Boston's finest musicians (blues guitarist Peter Parcek among them), he hired choreographers, voice coaches and publicists. Dragonfly rehearses in Boston and Saint Barth, where Singh lives part of the year. Their exotic grooves and mysterious ballads have hit the stage in India, England and France. Recently, Dragonfly released the album "Blind" in the United States.

Jeet will be the first to say that it is not an easy career path. It is humbling, but also exhilarating -- words, no doubt, of a true risk-taker.