> what started out innocently with teddy bears became anything but at the vma awards in september. a performance that had tongues wagging. >> it became that moment of a singer/song writer/entertainer finding that special moment. >> i thought it was sloppy and i didn't think it was professional enough for her. she has to go back to the drawing board. >> about a woman who most of america knew as wholesome hannah, a disney character living a double life. but, if her recent appearances made anything clear, it's that miley isn't montana anymore. >> i can give you an update on what she's been up to. she was murdered.

>> now, the life of miley. it was 1994, the first time the world met little miley cyrus, just 2 years old on a country music interview show. she was already a showstopper. >> do your eyes, miley. do your eyes. very talented child. >> perhaps a sign of things to come. >> this is very dangerous. you are teaching her to flirt at a very early age. you are going to be in big trouble when she's 12 or 13. >> you could see that twinkle in her eye. that little, like, i'm going to do something with myself. >> shirley is the music editor of the hollywood reporter. she followed miley's career from the beginning. >> even when she's mischievous, there's a look in her eye, i see. it's kind of like okay, miley, what are you doing next.

>> when ever the camera was on, she was on. you could also see that from a very early age. >> i got the sense she was calculated but in a good way. >> calculated and destined for big things. not entirely surprising for a little girl who was originally named destiny hope cyrus. >> i gave her the name before she was born because i thought it was her destiny to bring hope to the world. i think, this is her purpose. her path, you know, i think she's a natural born singer/song writer/entertainer. >> it didn't hurt that her father was a hit maker. ♪ don't tell my heart >> the fact he had one big hit with "achy breaky heart" puts him in a level where he had access to, you know, musicians and producers and record company people that she probably would not have met were it not for her father. >> what could be better than having a famous father?

having a music legend like dolly partner for a god mother. later in life, miley recorded her classic "joleen." >> i think looking to dolly, looking to the sort of eccentric showmanship of a dolly parton helped find her own stuff. >> she was just a toddler back in 1993 when she was on the stage with many of music's biggest names. >> doing a tribute to elvis presley at the pyramid in memphis, tennessee. she broke away from the nanny. she waddled out and came out on stage with some of the biggest stars in the world and she just kind of became one with every singer. everybody was holding her.

she had her hands up and she was singing. the last guy to hold her at the end of the song was tony bennett. he came, as the song ended and said you have a special little girl here. >> yet, despite being surrounded by fame, miley had a normal childhood. raised a southern baptist, hope was the small town of thompson station, tennessee on a farm. >> i loved being outside. we would build fires on top of the hill and set out and look at the stars and roast marshmallows and weaners. i was good at those type of things with my kids. i wasn't good setting them down saying let's do your algebra now. >> he was good at watching out for his little girl who as a toddler had her eyes on bigger things. producer, steve peterson. >> they were doing something. miley was 2 1/2, maybe. they are on a barn and miley was

standing on a landing. billy said be careful, honey. she put her hands on her hips and said i'm not afraid of anything. that's 2 1/2. >> fearless and bold. two traits that continued to define her as she grew up, went to school and became a cheerleader. >> she went to a private evangelical school, christian school for a year. >> rolling stone editor josh had rare access to miley. she was asked to leave after a year. she has a couple different versions of why. i'm not sure which is the one. one version she told the class what french kissing was. another version her teacher was an older woman who got around on a motorized scooter and miley stole it and was cruising around the classroom on the scooter. whatever the case was, it was not the perfect fit. >> what was a great fit for miley?

♪ >> music. >> miley was a good student. she worked hard and she didn't fight your advice. >> renee williams was miley's voice teacher when she was 12. >> she has an ingenuous way of getting what she wanted by being charming and lovely and enthusiastic and willing to take the burden of work on as well. >> by 2001, what miley wanted became crystal clear when they left for toronto, where billy ray was filming, "doc." >> she said can they write something in for me? they wrote in one episode. by that time, she said can they write me in next week and the next week?

a few weeks after that, we saw ""mamma mia!" in toronto and i'll never forget it. it was that combination of acting and the performance on stage of the singers and she said that's what i want to do. ♪ >> i'm going to be a great actress and singer/song writer. >> miley went for it. >> i'm miley cyrus and auditioning for the role of hannah montana. >> she auditioned for the role of a lifetime. >> you could see the sort of long range plan when you look at her hannah montana audition. you can see she knew exactly what she was doing. she knew what the world required and knew that the world would be a steppingstone to other things. >> but, producers weren't so sure. when we come back, miley's battle to become hannah montana. i'm beth...

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i'm miley cyrus, a ced auditions for the role of zoey in hannah montana. >> in 2003, 11-year-old miley hoped this audition would be her ticket to hollywood. >> the truth of the matter is, she was the least likely person to get this job. >> producer steve peterman was part of the hannah montana casting team. she was an 11 that looked 9. way too small and too young. >> miley dead set on becoming the star wouldn't give up. >> i'm miley cyrus, i'm 12 years old. so good for you. you know, like -- >> she read for us and she read for us over and over again. she would do some lines fabulously, wonderfully and miss other lines by a mile. >> oh my gosh, i know, i'm an idiot.

>> but i couldn't take my eyes off her. >> two years later, producers still weren't convinced. they gave miley one last shot. >> know that, you know, this is your final audition. >> only my very best friends know. >> it ultimately came down to miley and one other girl. with miley, there was something about her that was so aloft and so fearless and all of us finally agreed to take the chance. >> at 13, miley cyrus became hannah montana. >> bugger check. >> you are so gross. >> with living her dream. ♪ i'm a lucky girl whose dreams came true." >> she was a perfect fit. a school gir with a secret double life as a teen pop star. >> alert, 19 seconds.

>> she's your best friend. sooner or later you have to tell her you are hannah montana. >> that's one of the things that connected about hannah montana was the realism that, well, wait a minute, this is our imitating life, imitating art. >> miley auditioned her own dad for the part of her tv dad. >> get ready, get set, don't go. >> one of the episodes called "ready, set, don't go." i wrote that as miley left for california. no daddy wants to see their little girl grow up. i knew her life and our lives as a family was going to change. >> the show and miley were a smash. hannah montana became one of the highest rated tv series. miley shot up to teen idol status.

>> i think you could see the sort of long range plan when you look add her hannah montana audition. you can see she knew exactly what she was doing. she knew that the role welcome back a steppingstone to other things, merchandise, tv, music. she was the first to embrace all of these things. >> in 2007, she released hannah montana 2, meet miley cyrus. they debuted under her real name. the second album went platinum. in 2008, a hit that miley was feeling the pressure of being one of the biggest teen stars on the planet. >> i feel like the media is like a mother. it's like trying to, you know,

let the young one go and let them grow up. they are having a hard time with that. >> miley's next conquest, a film career. she landed a part in "high school musical 2," then the voice of penny in "bolt". >> bolt is lost. he could be anywhere right now. >> in 2009, miley brought her tv character to life on the big screen. in hannah montana, the movie. >> like it says, it's all about the publicity. >> $31 million in the opening weekend. it cemented her as more than a singer. more than an actress. she was an all around performer. >> and she was white hot but disney's billion dollar baby would soon get a taste of controversy. it started with a provocative vanity fair photo shoot. 15-year-old miley, barely dressed, no longer the girl next door.

then miley shocked fans when she spiked up her performance by pole dancing to "party in the usa." the video went viral and parents posted it. >> her fans and their parents were like, whoa! this isn't the hannah montana we know. >> we couldn't do much about that. it's the fearlessness, the sense of spontaneity and what she's going to do now. she's going to, at times, make mistakes. >> miley was unphased. >> i think the media tries to overdo it. it's really no one else's business how my parents raised me or how i'm being raised. >> yet, even her parents were concerned when a video surfaced of miley taking a bong hit. >> okay, i'm going to lose it now.

>> i was alarmed for my daughter's safety. >> miley down played the video saying it wasn't pot she was smoking and apologized for the vanity fair spread. her image was changing. her 2010 album and single said it all. ♪ >> just look at the album title, "cant be tamed." she put it out there. we saw it play out in front of our eyes, this person breaking loose of the disney character. >> in 2011, the split became official when miley quit the show that made her a global phenomena. hannah montana was no more. coming up -- >> you were down there and i said, you know what? that stuff. please. brand-new miley. >> a brand-new miley and a brand-new controversy.

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i am going to jump all for the love of rolling stone magazine. >> two years after "hannah montana" ended, 20-year-old miley cyrus is on the edge. she's sky diving with josh eells of rolling stone magazine. extreme, unafraid, and ready for reinvention. this is the new miley cyrus. >> what a landing! >> we were both kind of terrified i think. it was a situation where neither of us really wanted to back down. i think she just likes doing -- she liked pushing the envelope. >> when you make that break, it

has to be a break. you can't leave one foot in the preteen, tween world. miley moved out of her parents' house and in with her boyfriend, liam hence worth to focus on a pop album and started distancing herself from her wholesome, "hannah montana" image. >> she got a new label and new management. she felt like she needed a change because not that they were going to hold her back but just that they might be sort of scared of the way she was going to go. >> and miley was going to go for big risk. with her first single "we can't stop" she released a video full of sex, drugs, and in her words -- >> that was the first glimpse into the post "hannah montana" miley cyrus, and we saw a woman

with white shaved hair rolling around in a bed, playing with plush toys. >> derrick blasberg interviewed her for harper's bazaar. >> she knew it was a make or break with the record label. she was like give me a chance to do my vision, and it goes belly up, i'll do whatever you want. she risked it all and it worked, breaking records, going viral, and reaching over 10 million views within 24 hours of its release. now miley could do exactly what she wanted to and what she wanted was a memorable performance at the mtv video music awards where millions of americans would get their first look at the new miley. >> she was a little nervous. this was the big roll out of this is who i am going to be now. >> on stage with robin thicke, she stripped down to nothing but nude underwear, grinding with a

giant foam finger, and she twerked. >> she twerked her way into history, must be said. i was sitting next to lady gaga's mom, and i turned around to see what those around me were doing and everyone had the same expression on their faces, like are you seeing what i am seeing? >> it was hot, but was it a mess? her critics thought so. even brooke shields, her mother on "hannah montana" told the "today" show. >> i feel it is a bit desperate. i sort of want to know who's advising her and why it's necessary. >> then there were the more than 150 fcc complaints. >> some were humorous. some said it was like watching a brothel, other people complained about child pornography, which you know, she's 20 years old. >> miley's reaction? >> she laughed the whole thing

off, it didn't seem to phase her. she knew it was going to get a reaction, that's part of why she did it. but everyone is talking about her. >> and miley was quick to point that out, tweeting my vma performance has 306,000 tweets per minute, more than the blackout or super bowl. and she said exactly what she thought in her mtv documentary "the movement." >> it is a strategic hot mess. right now i am at a point in my career where i can be exactly who i want to be, just go for what you want to do. >> the controversy only fueled her confidence. in her next video, miley was sometimes naked while riding a wrecking ball and licking a sledgehammer. and this time she wanted to show something different. her vulnerability. ♪ >> two-thirds of the way through the song when the bridge hits and you really, you know, you see her shed a tear.

>> a tear over a tortured romance, rumored to be out her fiance, liam hemsworth. >> i think she wants to show the more sensitive side and not just the party girl side, too. >> soon after its release, "wrecking ball" became the number one song in the country. miley and liam announced they were breaking up for good. and snl invited her to host the show. >> who are you? >> what do you mean >> on everyone's mind, what would the wild child do next. but surprisingly, miley was pretty tame. there was no nudity, no twerking and no apologies for the vmas. >> if i owe anybody an apology, it is the people that make the bottom half of shirts. >> the mild mannered performance kept the focus on the music. >> she's showing the different

sides of miley cyrus, the performer. and the one thing you can't deny, even going back to "hannah montana," she has a good voice, she knows how to sing, and wrecking ball just puts it out there. >> i'm going to list some words that some people have used to describe her. disaster. definitely not. very calculated, very self aware. >> gifted. >> yes, definitely gifted. has talent. >> fearless. >> very fearless. >> and finally genius. >> oh, i don't know about that. let's not go crazy. >> the new miley is in control. i think she's really smart and knows what she wants to do with her career next.

>> and what she does next she told mtv will be unforgettable. >> every time i do something i want to remember this is what separates me from everybody else. i do get overwhelmed when i am going to perform because everything has to be perfect, everything is so huge, everything has to be a moment. i'm ready. >> justin timerlake was ready for one of the biggest years of his career, which is really saying something for a mouseketeer turned teen heartthrob, turned solo smash.

♪ >> he dropped his first album in seven years. ♪ backed by a slew of promotion and carefully planned performances. on jimmy fallon show it was the history of rap. ♪ and on one of the highest rated saturday night lives of the year, he was at times savvy. ♪ and silly. the music, the moves, the motivation. that's the justin timberlake experience. my name is justin timberlake

and i'm going to sing "please don't go girl." >> long before the millions of fans and mega stardom there was 9-year-old justin timberlake, a small town boy with big town dreams. ♪ please don't go girl >> people in the music industry always talk about this thing or that thing but he definitely always had that thing. >> best friend trey grew up with justin in tennessee just outside of memphis. >> memphis is a very, very, very musical town. everything revolves around music. from the time we were little kids you go to dinner and the bar next door has a live band

planpl playing. i feel like memphis brings it out of you. >> whether it was singing a gospel duet in this rare early video. ♪ ♪ since my baby left me >> or during a charity event channelling one of memphis's own, the king of rock and roll. ♪ i've been so lonely >> the grandson of a preacher and son of a choir director never passed up a chance to perform. >> look at those hips. >> bob westbrook gave justin his first singing lessons when he was eight. >> what did he have? what has his star quality? >> just his hair and his mannerism.

what he's got now, it was there. >> when justin was just 11, his talented landed him on star search. back then justin only went by his first and middle name. >> many millington, tennessee welcome justin randall. ♪ >> the young singer with a ten gallon hat seemed comfortable in the spotlight. ♪ >> four star. >> in the end. >> our challenger receives 3.25 stars. >> his performance failed to win over the judges. speaking to "larry king live" in 2001, justin made light of his

early loss. >> did you win? >> no, lost the first round. >> if you lose on star search you never make. >> of course, there you go. >> with his mother's unwaving support justin continued chasing his dreams. >> lynn was very much a loving mother and wanted justin to have every opportunity he could and to take his talent where ever he wanted to take it. >> shortly after losing star search justin heard about an open casting call for the disney tv show, the mickey mouse club. >> i went and auditioned. i remember if i had won on star search i would have never seen that audition. >> i can imagine that hadded t have been a huge deal when he landed that. >> it was a huge deal. >> a huge deal because now justin would be singing, dancing

and acting as part of a whose who of teenage heartthrobs including christina aguilera, jc and one 11-year-old who caught his eye. ♪ >> britney spears. >> chuck tutored justin and the other child stars on the show. >> these are your kids? >> we start down here with christina. we go up here already showing a bare midriff britney and justin timberlake next to her. >> with his arm around her. that was foreshadowing. >> just two years after joining the show the spotlight suddenly vanished when the mickey mouse club was cancelled. justin had to return to his sleepy hometown in tennessee.

>> for him, it was tough. he would step out and go and experience new culture and the new fashion trends, the new hair styles. where we grew up, people are not open to change. they don't like change. >> i can't imagine people picking on justin. kids picking on him. >> when you're a boy and you live in the south, it's tough. it's tough to be a boy in the south. it also prepared him for what was to come many the future for having touch skin. >> i grew up in small town, and i definitely felt like i was an individual always. >> coming up, justin leaves his hometown after receiving a phone call that would change his life forever. >> when heard him sing, it was just unbelievable. hey wayne, quick question... did you try restarting it?

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a short time after 14-year-old justin timberlake hung up his mouse ears, he got a phone call that would propel him back into the spotlight. chris kirk patrick had been tapped by lou pearlman, the successful founder of the backstreet boys to put together another boy band. an agent sent chris a tape. >> i started listening and thinking he could sing. i looked at the head shot and saw justin timberlake. i was like he was on the mickey mouse club.

i was like this guy would want to be in my band. >> was there any kind of like he's really young? >> there was. ♪ >> when i heard him sing it was just unbelievable. his voice was just, especially at that age, it was so mature and he had so much control over it. this kid's so unbelievable. i'm going to at least try. i'm going to make an awkward phone call and see if i can get this to work. >> it did work. the group which would include jc chased joeyfatonne and justin timberla timberlake. >> my mom came up with the name. she said you guys sound really nsync. >> they recorded their music in a secret hide away near by. it's almost like we're in fun

house. >> that's kind of what it was. got like every luxury you could imagine. >> life for justin in the house. >> he'd already done the mickey mouse club. during the daytime if he didn't have anything to do, justin swrould to be in the dining room with his tutor taking classes and doing school. >> six hours day. >> he would out work anybody. >> driven, driven, driven. he's definitely the hardest working person i know. >> i like to rehearse. i like to know where every spot on the stage is going to be. i like to know where the camera frames are going to be. i think it always comes out better because of it. >> the hard work would eventually pay off. after two years of relentless touring overseas, justin and nsync hit it big in the u.s. filling in as a last minute replacement for the backstreet

boys mp. >> it just so happened the guys were in orlando and ready and when that call was made to disney to say we can fill that spot, they rose to the occasion. they went and did it. that was a big moment for us. ♪ >> they became the new teenage heartthrobs. ♪ >> we had a great time. >> behind the success, distrust was brewing. between n' sync and lou pearlman. >> when you're getting up at 5:00 on the radio and spending 24 hours on the job and someone else is going to steak houses and making 75% of the money, it's like something has got to change. >> we're generating so much

revenue. where is that money? >> pearlman had taken them to the top of the charts. in 1999 when the group wanted to switch record labels, pearlman sued threatening to take the band's name and block them from performing. they counter sued. >> it was scary if we separated from lou that we would lose johnny wright and all of our connections and our record label. we would lose all these things and end up back at square one singing at the downtown high school. >> in the end lawsuits were settled out of court. >> it's basically about the fans and our music. >> signed to a new record label, they turned their attention to the release of their second album aptly titled "no strings attached." ♪ bye bye

>> it's really cool. >> in its first week alone, no strings attached sold 2.4 million copies making it the fastest selling album of all time. ♪ >> despite the growing frenzy, the growing bank account and the growing admiration of millions of fans. >> how much do you like n sync? >> a lot. >> those close to justin say his feet never left the ground. >> when people get this big in this business sometimes they get a big head and they're entourage starts to grow and their unattainable and you can't talk to them anymore.

he's that guy that's still approachable. >> his humility seemed only matched by his talent and drive. >> i always felt like i was like mozart's older brother. he's so good at what he does. he hits on every cylinder all the time. >> it's kind of like you're describing a savant? >> exactly. that's what he is. >> it wasn't only his talent in the spotlight, so was his love life. >> britney spears and you. >> we are dating. >> from the moment they confirmed their relationship to the moment it ended, they were a tabloid dream. despite it all justin remained focus on the music taking the lead in crafting the group's third album, "celebrity." ♪ >> which included a lead single that seemed to take aim at their

detractors who labeled their music pop. ♪ sick and tired of hearing all these people talk about ♪ ♪ what's the deal with this pop life ♪ >> as a member of n sync justin timberlake made liking a boy band cool. coming up, from boy to man. justin sets out on a solo career and finds himself at the center of controversy. >> it was definitely a big emotional roller coaster. we gave people a sticker and had them show us. we learned a lot of us have known someone who's lived well into their 90s. and that's a great thing. but even though we're living longer, one thing that hasn't changed much is the official retirement age. ♪ the question is how do you make sure you have the money you need to enjoy all of these years.

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it was 2002, 'n sync had sold millions of albums. justin timberlake was a bona fide heartthrob. but bandmate chris kirkpatrick said, life for the band was all business. >> this is a compound. >> this is a compound. we everybody just worked to the goal. >> it was a crazy house, it was a focused house. >> it wasn't crazy at all. it wasn't like you would think there's girls over all the time, there's this -- this was work -- >> no girls? no -- well -- >> maybe a couple? >> honestly as crazy as it sounds, it wasn't that type of vibe. >> with his fans, justin had a

vibe all his own. >> i think there's an appeal in him, he's been perceived as a relationship guy. his female fans are wearing t-shirts that say i want to be mrs. timberlake. they're not saying i want to be a one-night stand. >> if he was smooth on stage. >> this is triple platinum. he seemed even smoother in the studio. >> is it fair to say that justin is a perfectionist. >> he is a perfectionist, but there's no work involved for it. it's really just boom, boom, done. >> one tame? >> like 16 hours in the garage, way, one-take timberlake. >> he got together with one of his friends and they created the song "gone." ♪ you're gone ♪ you're gone his writing skills were getting noticed by the biggest names in the industry, like michael jackson. >> michael's people came and they said, hey, i think michael wants to record that record. i looked at justin and i was like, you're not giving that record away. i knew how important that was to him and what it meant for him as

a writer to finally get some respect, making a statement to say i'm a writer too. >> we're very, very excited to be here. >> in 2002, he launched the solo career that would define his next decade. ♪ >> everybody was kind of figuring out what will we do for the next six months? and justin tapped me and he said i've had this music inside me for quite a while. i'm going to take this time and make a record. ♪ you were my sun that album "justified" was hod enough to land his solo act at the super bowl halftime show.

but when a, quote, wardrobe malfunction bared janet jackson's -- >> he apparently committed the crime of the century. that was coming off the thrill of performing at the super bowl. you have airplanes with banners saying convict them. >> it was completely, completely regrettable. >> a swift apology put justin back on track, and his star continued to rise. his career would expand from music to movies, including. >> i'm sean parker. >> "the social network." >> you know what's cool? a billion dollars. >> two business ventures. for starters -- a clothing like called william rast with trace ayala. >> we built this brand. >> was he hands on? >> yeah. too hands-on. >> you're like, step back, bro. >> yeah, but he's hands on, rivets buttons, stitching, very, very hands on. >> add to the business ventures two grammys for the man who brought sexy back. ♪ i'm bringing sexy back ♪ the other boys don't know how to act ♪

even an emmy for this guy on snl. but best of all. >> i'm ready. justin would likely say finding the real mrs. timberlake. >> he was always into jessica. trace was the best man when justin and jessica biehl were married in october. >> it was a celebrity crush. >> you would hear him order something for her, and like in the middle of of a discussion of a city tour, he felt the need he had to do something special. a new wife, and a new album, with his old friend timberland. >> he'll be playing something, and justin is sitting there in the corner, he starts picking up on it and go do this, do this, it's crazy watching them work. >> they had basically four weeks.

the thought pattern was we'll make if for the record, put it up for the summer, and in to days, they made 20 songs. 20 songs released in two parts, and feature a notable collaboration between justin and jay-z. ♪ no papers >> there was obviously a chemistry that happened to make "suit and tie" and it was the leadoff record. >> show you how to do this. ♪ as long as i got my suit and tie ♪ ♪ i'm going to leave it on the floor tonight ♪ by working with jay-z, he's getting an artist as well formed as him, and in a way it's a grown up approach to singing and rapping on the same song. >> he makes what folks around my way called grown folks music. >> exactly. ♪ and he's doing a great job at reinventing himself. ♪ girl you're my reflection

all i see is you ♪ 2013 was one of the biggest moments in his career. it seems like his star is only rising. he starred in two movies, earned five nominations at the american music awards and kicked off a world tour. even sew justin doesn't take anything for granted. >> if there's anything that i've learned in my experience it's to try to like stop and enjoy those moments because they're over before you know it. now it's just about enjoying these moments and you go from

moment to moment to moment. ♪ ♪ no two people have the same financial goals. pnc works with you to understand yours and help plan for your retirement.

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