Primadonna tbh. She took a more Dr. Luke/Americanized approach, unlike the quirky, alternative, piano pop she used to go with. And also after the fact she bashed him.
I'm a Slave 4 U
Can't Be Tamed - for a Disney girl it was risky
Born This Way - LGBT message
Hold It Against Me
We Found Love
Rolling In the Deep
Russian Roulette
Don't Tell Me (Avril Lavigne)
CIL was risky. Columbia didn't think it or any of the singles were hits, when they were epic.
I'd say that for motown, regarding the music situation, Where Did Our Love Go was risky. a great song, but pop and urban then were so against the style of that song that it could've flopped. It and the Supremes success was unprecedented, and their style being a success due to racial issues added too.