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Donny Osmond, from family business to solo proprietor

Donny OsmondIf you're a certain age, the name Donny Osmond conjures to mind a fresh-faced, brightly scrubbed, clean-cut kid singing songs with his equally squeaky-clean sister.

Donny the man has more heft than Donny the child star. At 43, he's shrewd and wise about the business. He is not judgmental toward the crass side of pop culture. He has met, had a proper conversation with, and feels no animosity toward, controversial rapper Eminem.

He comes off incredibly confident. He's been in this business a looooong time, and he lets you know it when needed.

He has a history of hooking up with impressive and surprising people to advance his career, including Boy George, Chicago and Jeff Beck. He chose to leave the act that consisted of his own, close-knit, showbiz family when his career called for it. He has collaborated with progressive rocker and world-music aficionado Peter Gabriel.

His oldest child is 22. Before you know it, Donny Osmond could be a grandfather. Then how old will you feel?

Osmond's latest album, This is the Moment, is a collection of Broadway tunes given a pop edge by Osmond and producer Phil Ramone. While certain facts about Osmond's life and attitudes may be surprising, the sound of his music is not. It is mainstream, a cross between contemporary light rock and jazz, and shoots for (and hits) a wide demographic.

Bankrate.com spoke with Osmond about money and choices, good and bad.

Bankrate.com: I went to donnyosmond.com, and it's a Web site for an e-business company. How did that happen?

DONNY OSMOND: Oh, my site is donny.com.

B: Did you try to get donnyosmond.com?

DO: Actually, that surprises me, because I do have donnyosmond.com. Matter of fact, thanks for telling me. I do have the name. (Editor's note: Visitors to donnyosmond.com are now redirected to the official donny.com site.)

B: Did you get heavily involved in the dot-com world in any way, either personally or through your investments?

DO: I was protected. I didn't gamble, didn't get caught in the crash. I've got a good guy in Chicago that really knows what he's doing.

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B: When you were a kid, I'm assuming your family handled your business dealings. At what point in your career did you begin to make your own decisions and take control of your own destiny?

DO: The mid '80s.

B: When you were how old?

DO: Early 20s.

B: So through your late teens, you still had your family control things.

DO: Well, we had managers, we had publicists and people like that. It wasn't necessarily the family, it was a lot of advisers. That's why I enjoy this side of the career so much more than in the past, because I'm basically holding the reins. (laughs).

B: Did you pay attention when you were a teenager, did you try to learn the business as you were going, or were you not really focused on that side?

DO: You absolutely learn the business, but I was so busy, for instance, doing the "Donny and Marie" show of the '70s. There's not a whole lot of time to sit back and think. Because you're doing a show a week, especially the kind of shows we used to do back then, and you're touring in the summer and doing albums, all this kind of stuff, and you're 16 years old. You've got to trust certain people. When 20 years old came around, and I had no career, I was like, "Well, excuse me! Thanks for your help!" I had to rebuild, and I was forced to take the reins.

B: So it was trial by fire?

DO: Absolutely. And then I hired management, publicists, and they kept saying you know, you really got to dirty up your image. My publicist had this whole plan of getting me busted for drugs, and I thought, do I really need to do this kind of garbage? And shortly after that, that's when I met up with Peter Gabriel, who just basically set me straight. He said forget that stuff, forget the image garbage and concentrate on the music. That's when he advised me to fly over to England and start cutting music over there, and just concentrate on the music, make the music good. Because he said eventually, if it's good, it'll surface to the top, and he was absolutely right.

B: Who played the most crucial role in your show business education?

DO: I can't point to one person. If I had to, I'd have to point to me. I don't know if that sounds egotistical, but when you get right down to it, you're really an island. And you have to make the decisions based on your gut feeling.

B: It's interesting hearing you talk about being an island, considering that you grew up so strongly associated with your family, associated with a group, and being such a family person.

DO: But you can't rest your whole career on everybody else's decisions. Eventually it's going to break. And that's why I have a philosophy that you are an island, and you have to make decisions on your own. Because in the early '80s, when the "Donny and Marie" show was done, there was still some demand there for it, state fairs and things like that. But I realized, there's going to be an end to this, and I realized that I want to be able to do my own music, and stand on my own two feet. That's when I started making the decisions of doing my music. I can always go back and revisit the past, but I didn't want to hang my hat on it.

B: Was there any internal conflict there? Was there ever any guilt, like you were turning your back on your family, or any kind of bitterness about going solo when everything was so strongly family associated?

DO: Yeah, a little bit. Because you're basically bringing the whole thing to an end. But I think each one of us in the family are intelligent enough to know that it was the right thing to do.

B: Did being part of such a prominent and famous showbiz family shield you from a lot of the pitfalls many young musicians have? So many musicians I talk to signed stupid deals. Did being part of a big showbiz family shield you from that stuff?

DO: No, because we signed stupid deals, too. (Laughs) We lost everything.

B: How old were you when this all happened?

DO: 22, maybe.

B: Were you privy to the details, and was this a big part of educating you as far as what to do correctly?

DO: You betcha, because there came a time when I fired my accountant, and said I need to learn this myself, and I think that's when the biggest learning curve took place.

B: Is this when you said "OK, I love my family dearly, but I need to go out on my own for the career"?

DO: Possibly, yeah. That was around the time when all that transition took place.

B: Did they eventually get the message and understand that it was for the best?

DO: Yeah, because everyone was doing the same thing. We realized we had to go our own directions.

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